Benzo[d][1,3]dioxole-5-carbaldehyde (Piperonal) by Asch

Query Query O

1. Query O

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17 substances in Reaxys

2016-07-07 15h:04m:49s (EST)

Search as: As drawn, No mixtures, No charges, No radicals

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Reaxys ID 131691 View in Reaxys

1/17 CAS Registry Number: 120-57-0 Chemical Name: piperonal; 1,3-benzodioxole-5-carbaldehyde Linear Structure Formula: C6H3O2CH2(COH) Molecular Formula: C8H6O3 Molecular Weight: 150.134 Type of Substance: heterocyclic InChI Key: SATCULPHIDQDRE-UHFFFAOYSA-N Note:

Substance Label (444) Label References 10a

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12a

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24{3}

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10e

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13f

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S4g

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Sanna, Paolo; Carta, Antonio; Gherardini, Laura; Rahbar Nikookar, Mohammad Esmail; Farmaco; vol. 57; nb. 1; (2002); p. 79 - 87, View in Reaxys; Yoshimitsu, Takehiko; Arano, Yoshimasa; Nagaoka, Hiroto; Journal of Organic Chemistry; vol. 68; nb. 2; (2003); p. 625 - 627, View in Reaxys; Kidwai; Rastogi; Heteroatom Chemistry; vol. 16; nb. 2; (2005); p. 138 - 141, View in Reaxys; Chen, Wen-Bing; Han, Wen-Yong; Han, Yan-Yan; Zhang, Xiao-Mei; Yuan, Wei-Cheng; Tetrahedron; vol. 69; nb. 26; (2013); p. 5281 - 5286, View in Reaxys; Zanwar, Manoj R.; Kavala, Veerababurao; Gawande, Sachin D.; Kuo, Chun-Wei; Kuo, Ting-Shen; Chen, Mei-Ling; He, Chiu-Hui; Yao, Ching-Fa; European Journal of Organic Chemistry; nb. 36; (2013); p. 8288 - 8298, View in Reaxys

Cao, Weiguo; Ding, Weiyu; Chen, Jie; Chen, Yali; Zang, Qin; Chen, Guodong; Synthetic Communications; vol. 34; nb. 9; (2004); p. 1599 - 1608, View in Reaxys; Kamimura, Akio; Komatsu, Hiroyuki; Moriyama, Takaaki; Nozaki, Yuichiro; Tetrahedron; vol. 69; nb. 29; (2013); p. 5968 - 5972, View in Reaxys

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Moehrle; Azodi; Pharmazie; vol. 61; nb. 10; (2006); p. 815 - 822, View in Reaxys; Ianni, Alen; Waldvogel, Siegfried R.; Synthesis; nb. 13; (2006); p. 2103 - 2112, View in Reaxys; Shanmugam, Muniyappapillai Jeganathan; Mohan Das, Thangamuthu; Carbohydrate Research; vol. 368; (2013); p. 40 - 46, View in Reaxys

Betschmann, Patrick; Sahli, Stefan; Diederich, Francois; Obst, Ulrike; Gramlich, Volker; Helvetica Chimica Acta; vol. 85; nb. 5; (2002); p. 1210 - 1245, View in Reaxys; Sunderhaus, James D.; Dockendorff, Chris; Martin, Stephen F.; Organic Letters; vol. 9; nb. 21; (2007); p. 4223 - 4226, View in Reaxys; Coderch, Claire; Tang, Yong; Klett, Javier; Zhang, Shu-En; Ma, Yun-Tao; Shaorong, Wang; Matesanz, Ruth; Pera, Benet; Canales, Angeles; Jimenez-Barbero, Jesus; Morreale, Antonio; Diaz, J. Fernando; Fang, Wei-Shuo; Gago, Federico; Organic and Biomolecular Chemistry; vol. 11; nb. 18; (2013); p. 3046 - 3056, View in Reaxys

Lautens, Mark; Han, Wooseok; Liu, Jack Hung-Chang; Journal of the American Chemical Society; vol. 125; nb. 14; (2003); p. 4028 - 4029, View in Reaxys; Verma, Anil K.; Koul, Summon; Kapoor, Kamal K.; Razdan, Tej K.; Australian Journal of Chemistry; vol. 60; nb. 11; (2007); p. 883 - 888, View in Reaxys; Mase, Nobuyuki; Horibe, Takuya; Organic Letters; vol. 15; nb. 8; (2013); p. 1854 - 1857, View in Reaxys

Kidwai, Mazaahir; Mothsra, Poonam; Tetrahedron Letters; vol. 47; nb. 29; (2006); p. 5029 - 5031, View in Reaxys; Kamat, Shrivallabh P.; Parab, Sulaksha J.; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 46; nb. 12; (2007); p. 2074 - 2078, View in Reaxys; Guha, Chayan; Mondal, Rina; Pal, Rammohan; Mallik, Asok K.; Journal of Chemical Sciences; vol. 125; nb. 6; (2013); p. 1463 1470, View in Reaxys

Baxendale, Ian R; Ley, Steven V; Nessi, Marcella; Piutti, Claudia; Tetrahedron; vol. 58; nb. 32; (2002); p. 6285 - 6304, View in Reaxys; van Veldhoven, Jacobus P.D.; Chang, Lisa C.W.; von Frijtag Drabbe Kuenzel, Jacobien K.; Mulder-Krieger, Thea; Struensee-Link, Regina; Beukers, Margot W.; Brussee, Johannes; IJzerman, Adriaan P.; Bioorganic and Medicinal Chemistry; vol. 16; nb. 6; (2008); p. 2741 - 2752, View in Reaxys; Kuethe, Jeffrey T.; Maloney, Kevin M.; Tetrahedron; vol. 69; nb. 25; (2013); p. 5248 5258, View in Reaxys

Bandgar, Babasaheb P.; Bettigeri, Sampada V.; Joshi, Neeta S.; Monatshefte fur Chemie; vol. 135; nb. 10; (2004); p. 1265 - 1273, View in Reaxys; Wang, Guan-Wu; Miao, Chun-Bao; Kang, Hui; Bulletin of the Chemical Society of Japan; vol. 79; nb. 9; (2006); p. 1426 - 1430, View in Reaxys; Sanjeeva Reddy; Nagaraj; Jalapathi; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 46; nb. 4; (2007); p. 660 - 663, View in Reaxys; Su, Weike; Yang, Dong; Jin, Can; Zhang, Bo; Tetrahedron Letters; vol. 49; nb. 21; (2008); p. 3391 - 3394, View in Reaxys; Maiti, Gourhari; Karmakar, Rajiv; Kayal, Utpal; Tetrahedron Letters; vol. 54; nb. 23; (2013); p. 2920 - 2923, View in Reaxys

Fu, Zhenqian; Wang, Mang; Ma, Yuhui; Liu, Qun; Liu, Jun; Journal of Organic Chemistry; vol. 73; nb. 19; (2008); p. 7625 - 7630, View in Reaxys; Zhu, Yingguang; Zhao, Baoguo; Shi, Yian; Organic Letters; vol. 15; nb. 5; (2013); p. 992 - 995, View in Reaxys

Patent; FIRMENICH SA; SANTORO, Francesco; SAUDAN, Lionel; SAUDAN, Michel, Alfred, Joseph; SAUDAN, Sylvia, Joyeuse, Adelaide; WO2012/84810; (2012); (A1) English, View in Reaxys; Patent; FIRMENICH SA; Santoro, Francesco; Saudan, Lionel; Saudan, Christophe; US2013/274487; (2013); (A1) English, View in Reaxys

Wu, Shaoxiang; Guo, Jiyi; Sohail, Muhammad; Cao, Chengyao; Chen, Fu-Xue; Journal of Fluorine Chemistry; vol. 148; (2013); p. 19 - 29, View in Reaxys

9{14}

Kiim, Sumin; Lim, Chaemin; Lee, Sukjin; Lee, Seokwoo; Cho, Hyunkyung; Lee, Joo-Youn; Shim, Dong Sup; Park, Hee Dong; Kim, Sanghee; ACS Combinatorial Science; vol. 15; nb. 4; (2013); p. 208 - 215, View in Reaxys

PP-1-10_A

Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HENDRICKSON, Thomas, Francis; HO, Koc-Kan; SAUNDERS, Michael, David; STEVENS, Brian, John; SWIERCZEK, Krzysztof; WRIGHT, Kevin, Bret; WO2013/62945; (2013); (A1) English, View in Reaxys

1{12}

Li, Chao; Mu, Xing-Ye; Li, Yu-Ling; Liu, Yun; Wang, Xiang-Shan; ACS Combinatorial Science; vol. 15; nb. 5; (2013); p. 267 - 272, View in Reaxys

Zhurakulov; Vinogradova; Levkovich; Chemistry of Natural Compounds; vol. 49; nb. 1; (2013); p. 70 - 74; Khim. Prir. Soedin.; nb. 1; (2013); p. 62 - 66,5, View in Reaxys

8{4}

Maiti, Barnali; Chanda, Kaushik; Selvaraju, Manikandan; Tseng, Chih-Chung; Sun, Chung-Ming; ACS Combinatorial Science; vol. 15; nb. 6; (2013); p. 291 - 297, View in Reaxys

Khurana, Jitender M.; Vij, Kanika; Synthetic Communications; vol. 43; nb. 17; (2013); p. 2294 - 2304, View in Reaxys

20{32}

Granger, Brett A.; Wang, Zhiqian; Kaneda, Kyosuke; Fang, Zhenglai; Martin, Stephen F.; ACS Combinatorial Science; vol. 15; nb. 7; (2013); p. 379 - 386, View in Reaxys

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1{7}

Zhou, Yu-Jing; Chen, Dong-Sheng; Li, Yu-Ling; Liu, Yun; Wang, Xiang-Shan; ACS Combinatorial Science; vol. 15; nb. 9; (2013); p. 498 - 502, View in Reaxys

13b

De, Subhadip; Mishra, Sourabh; Kakde, Badrinath N.; Dey, Dhananjay; Bisai, Alakesh; Journal of Organic Chemistry; vol. 78; nb. 16; (2013); p. 7823 - 7844, View in Reaxys

3{5}

Hsiao, Ya-Shan; Narhe, Bharat D.; Chang, Ying-Sheng; Sun, Chung-Ming; ACS Combinatorial Science; vol. 15; nb. 10; (2013); p. 551 - 555, View in Reaxys

IIIk

Kozlov; Tereshko; Russian Journal of Organic Chemistry; vol. 49; nb. 9; (2013); p. 1335 - 1343; Zh. Org. Khim.; vol. 49; nb. 9; (2013); p. 1350 - 1358,9, View in Reaxys

1's

Bhanuchandra; Kuram, Malleswara Rao; Sahoo, Akhila K.; Journal of Organic Chemistry; vol. 78; nb. 23; (2013); p. 11824 - 11834, View in Reaxys

Crestey, Francois; Jensen, Anders A.; Borch, Morten; Andreasen, Jesper Tobias; Andersen, Jacob; Balle, Thomas; Kristensen, Jesper Langgaard; Journal of Medicinal Chemistry; vol. 56; nb. 23; (2013); p. 9673 - 9682, View in Reaxys

Kuroboshi, Manabu; Goto, Kentaro; Mochizuki, Miisato; Tanaka, Hideo; Synlett; nb. 12; (1999); p. 1930 1932, View in Reaxys; Corral, Jose M. Miguel; Gordaliza, Marina; Castro, M. Angeles; Salinero, Miguel A.; Dorado, Jose M.; Feliciano, Arturo San; Synthesis; nb. 1; (2000); p. 154 - 164, View in Reaxys; Yadav, Jhillu S.; Subba Reddy, Basi V.; Srihari; Synlett; nb. 5; (2001); p. 673 - 675, View in Reaxys; Yadav; Subba Reddy; Srinivas; Venugopal; Ramalingam; Synthesis; nb. 9; (2001); p. 1341 - 1345, View in Reaxys; Zhou, Cunliu; Zhou, Yuqing; Jiang, Jiaoyang; Xie, Zhen; Wang, Zhiyong; Zhang, Jiahai; Wu, Jihui; Yin, Hao; Tetrahedron Letters; vol. 45; nb. 28; (2004); p. 5537 - 5540, View in Reaxys; Zhou, Cunliu; Wang, Zhiyong; Synthesis; nb. 10; (2005); p. 1649 - 1655; Art.No: F16404SS, View in Reaxys; Paira, Moumita; Banerjee, Biplab; Jana, Samaresh; Mandal, Samir Kumar; Roy, Subhas Chandra; Tetrahedron Letters; vol. 48; nb. 18; (2007); p. 3205 - 3207, View in Reaxys; Sakai, Takashi; Wang, Kefei; Ema, Tadashi; Tetrahedron; vol. 64; nb. 9; (2008); p. 2178 - 2183, View in Reaxys; Chang, Meng-Yang; Wu, Ming-Hao; Tetrahedron; vol. 68; nb. 47; (2012); p. 9616 - 9623, View in Reaxys

Patent; Drug Process Licensing Associates, LLC; US2012/123124; (2012); (A1) English, View in Reaxys

Kuemmerle, Arthur E.; Schmitt, Martine; Cardozo, Suzana V. S.; Lugnier, Claire; Villa, Pascal; Lopes, Alexandra B.; Romeiro, Nelilma C.; Justiniano, Helene; Martins, Marco A.; Fraga, Carlos A. M.; Bourguignon, Jean-Jacques; Barreiro, Eliezer J.; Journal of Medicinal Chemistry; vol. 55; nb. 17; (2012); p. 7525 - 7545, View in Reaxys

11-sm2

Ansari, Farzana Latif; Kalsoom, Saima; Zaheer-Ul-Haq; Ali, Zahra; Jabeen, Farukh; Medicinal Chemistry Research; vol. 21; nb. 9; (2012); p. 2329 - 2339, View in Reaxys

Edayadulla, Naushad; Ramesh, Penugonda; Medicinal Chemistry Research; vol. 21; nb. 8; (2012); p. 2056 - 2063, View in Reaxys

11b

Jia, Yaoling; Zhou, Pengfei; Wang, Yang; Dong, Xiaoyi; Liu, Xinhua; Pan, Lilong; Xin, Hong; Zhu, Yi Zhun; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 176 - 187,12, View in Reaxys

IIh

Zhikharko, Yu. D.; Kozlov, N. G.; Basalaeva, L. I.; Russian Journal of General Chemistry; vol. 82; nb. 9; (2012); p. 1596 - 1598,3; Zhurnal Obshchei Khimii; vol. 82; nb. 9; (2012); p. 1562 - 1564,3, View in Reaxys

Barbosa, Luiz C. A.; Maltha, Celia R. A.; Lage, Mateus R.; Barcelos, Rosimeire C.; Dona, Alice; Carneiro, Jose W. M.; Forlani, Giuseppe; Journal of Agricultural and Food Chemistry; vol. 60; nb. 42; (2012); p. 10555 - 10563, View in Reaxys

Pokhrel, Laxman; Maezawa, Izumi; Nguyen, Thi D. T.; Chang, Kyeong-Ok; Jin, Lee-Way; Hua, Duy H.; Journal of Medicinal Chemistry; vol. 55; nb. 20; (2012); p. 8969 - 8973, View in Reaxys

Cinelli, Maris A.; Reddy, P. V. Narasimha; Lv, Peng-Cheng; Liang, Jian-Hua; Chen, Lian; Agama, Keli; Pommier, Yves; Van Breemen, Richard B.; Cushman, Mark; Journal of Medicinal Chemistry; vol. 55; nb. 24; (2012); p. 10844 - 10862, View in Reaxys

Patent; Konradi, Andrei W.; Ye, Xiaocong Michael; Bowers, Simeon; Garofalo, Albert W.; Aubele, Danielle L.; Dressen, Darren; Ng, Raymond; Probst, Gary; Semko, Christopher M.; Sun, Minghua; Truong, Anh P.; Dappen, Michael S.; US2010/81680; (2010); (A1) English, View in Reaxys

preparation A

Patent; Hybrigenics S.A.; EP2208725; (2010); (A1) English, View in Reaxys

Rutavichyus; Valyulene; Kuodis; Kupyatis; Chemistry of Heterocyclic Compounds; vol. 33; nb. 9; (1997); p. 1104 - 1108, View in Reaxys; Patent; ENDURA S.P.A.; UNIVERSITA DEGLI STUDI DI FIRENZE; WO2009/103787; (2009); (A1) English, View in Reaxys

1 (Table 1, entry 12)

Kumar, Satish; Sharma, Poonam; Kapoor, Kamal K.; Hundal, Maninder Singh; Tetrahedron; vol. 64; nb. 3; (2008); p. 536 - 542, View in Reaxys

tab1, aldehyde, entry2

Abella, Carlos A.M.; Rezende, Patricia; Lino de Souza, Michele F.; Coelho, Fernando; Tetrahedron Letters; vol. 49; nb. 1; (2008); p. 145 - 148, View in Reaxys

19/193

2016-07-07 15:15:40

SM (entry 1)

Da Silva, Emerson Teixeira; Camara, Celso Amorim; Antunes; Barreiro, Eliezer J.; Fraga, Carlos A. M.; Synthetic Communications; vol. 38; nb. 5; (2008); p. 784 - 788, View in Reaxys

Wen, Li-Rong; Sun, Ji-Hui; Li, Ming; Sun, En-Tao; Zhang, Shu-Sheng; Journal of Organic Chemistry; vol. 73; nb. 5; (2008); p. 1852 - 1863, View in Reaxys

2 (Ar=3,4OCH2OC6H3)

Quiroga, Jairo; Cobo, Debora; Insuasty, Braulio; Abonia, Rodrigo; Cruz, Silvia; Nogueras, Manuel; Cobo, Justo; Journal of Heterocyclic Chemistry; vol. 45; nb. 1; (2008); p. 155 - 159, View in Reaxys

1 (R1=3,4OCH2OC6H3)

Shao, Qingqing; Tu, Shujiang; Li, Chunmei; Cao, Longji; Zhou, Dianxiang; Wang, Qian; Jiang, Bo; Zhang, Yan; Hao, Wenjuan; Journal of Heterocyclic Chemistry; vol. 45; nb. 2; (2008); p. 411 - 416, View in Reaxys

Guay, Daniel; Hamel, Pierre; Blouin, Marc; Brideau, Christine; Chan, Chi Chung; Chauret, Nathalie; Ducharme, Yves; Huang, Zheng; Girard, Mario; Jones, Tom R; Laliberte, France; Masson, Paul; McAuliffe, Malia; Piechuta, Hanna; Silva, Jose; Young, Robert N; Girard, Yves; Bioorganic and medicinal chemistry letters; vol. 12; nb. 11; (2002); p. 1457 - 1461, View in Reaxys; Hulme; Zamora; Mota; Pasten; Contreras-Rojas; Miranda; Valencia-Hernandez; Correa-Basurto; Trujillo-Ferrara; Delgado; Tetrahedron; vol. 64; nb. 15; (2008); p. 3372 - 3380, View in Reaxys

1, Ar = 3,4OCH2OC6H3

Rong, Liangce; Han, Hongxia; Wang, Suhui; Zhuang, Qiya; Synthetic Communications; vol. 38; nb. 11; (2008); p. 1808 - 1814, View in Reaxys

1, Ar = 3,4(OCH2O)C6H3

Tu, Shujiang; Li, Chunmei; Shi, Feng; Zhou, Dianxiang; Shao, Qingqing; Cao, Longji; Jiang, Bo; Synthesis; nb. 3; (2008); p. 369 - 376, View in Reaxys

table 2, entry 4

Ganguly, Nemai C.; Barik, Sujoy Kumar; Synthesis; nb. 3; (2008); p. 425 - 428, View in Reaxys

3,4-OCH2OC6H3CHO

Kozlov; Pashkovskii; Tereshko; Lokot'; Gusak; Lakhvich; Russian Journal of Organic Chemistry; vol. 39; nb. 1; (2003); p. 115 - 119, View in Reaxys; Bhattacharya, Asish K.; Rana, Kalpeshkumar C.; Tetrahedron Letters; vol. 49; nb. 16; (2008); p. 2598 - 2601, View in Reaxys

1 (educt to 4k)

Zhuang, Qiya; Zhou, Dianxiang; Tu, Shujiang; Li, Chunmei; Cao, Longji; Shao, Qingqing; Journal of Heterocyclic Chemistry; vol. 45; nb. 3; (2008); p. 831 - 835, View in Reaxys

1 to 4c

Shi, Da-Qing; Ni, Sai-Nan; Fang-Yang; Shi, Jing-Wen; Dou, Guo-Lan; Li, Xiao-Yue; Wang, Xiang-Shan; Journal of Heterocyclic Chemistry; vol. 45; nb. 3; (2008); p. 653 - 660, View in Reaxys

1 to 4r

Shi, Da-Qing; Ni, Sai-Nan; Yang, Fang; Shi, Jing-Wen; Dou, Guo-Lan; Li, Xiao-Yue; Wang, Xiang-Shan; Ji, Shun-Jun; Journal of Heterocyclic Chemistry; vol. 45; nb. 3; (2008); p. 693 - 702, View in Reaxys

10b

Patent; Cushman, Mark S.; Ioanoviciu, Alexandra S.; Pommier, Yves G.; US2008/242692; (2008); (A1) English, View in Reaxys

3,4Chen, Jiuxi; Wu, Dengze; He, Fei; Liu, Miaochang; Wu, Huayue; Ding, Jinchang; Su, Weike; Tetrahe(CH2O2)C6H3CH dron Letters; vol. 49; nb. 23; (2008); p. 3814 - 3818, View in Reaxys O 1r

Yakabe, Shigetaka; Hirano, Masao; Morimoto, Takashi; Synthetic Communications; vol. 29; nb. 2; (1999); p. 295 - 302, View in Reaxys; Ismail, Tabasum; Shafi, Syed; Singh, Parvinder Pal; Qazi, Naveed Ahmed; Sawant, Sanghapal D.; Ali, Intzar; Khan, Inshad Ali; Kumar; Qazi, Ghulam Nabi; Alam, M. Sarwar; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 47; nb. 5; (2008); p. 740 - 747, View in Reaxys

1 (R=3,4OCH2OC6H3)

Shi, Feng; Zhou, Dianxiang; Tu, Shujiang; Shao, Qingqing; Li, Chunmei; Cao, Longji; Journal of Heterocyclic Chemistry; vol. 45; nb. 4; (2008); p. 1065 - 1070, View in Reaxys

Shen, Yanchang; Zhang, Yuming; Zhou, Yuefen; Journal of the Chemical Society - Perkin Transactions 1; nb. 12; (1999); p. 1759 - 1763, View in Reaxys; Gao, Shijay; Tsai, Cheng Hsuan; Tseng, Chi; Yao, ChingFa; Tetrahedron; vol. 64; nb. 38; (2008); p. 9143 - 9149, View in Reaxys

ket., Tab. 1, entry 37

Kumar, Dinesh; Kumar, Raj; Chakraborti, Asit K.; Synthesis; nb. 8; (2008); p. 1249 - 1256, View in Reaxys

2,R2=3,4OCH2OC6H3 R3=H

Zhang, Jianfeng; Wang, Yadan; Cui, Zhanwei; Wang, Fei; Miao, Zhiwei; Chen, Ruyu; Heteroatom Chemistry; vol. 19; nb. 6; (2008); p. 596 - 601, View in Reaxys

Zhang, Qian; Liu, Yu; Wang, Mang; Liu, Qun; Hu, Jianglei; Yin, Yanbing; Synthesis; nb. 18; (2006); p. 3009 - 3014, View in Reaxys; In, Su Kim; Ngai, Ming-Yu; Krische, Michael J.; Journal of the American Chemical Society; vol. 130; nb. 20; (2008); p. 6340 - 6341, View in Reaxys

Yadav; Reddy, B.V.Subba; Narasimhulu; Satheesh; Tetrahedron Letters; vol. 49; nb. 39; (2008); p. 5683 5686, View in Reaxys

20/193

2016-07-07 15:15:40

Jih, Ru Hwu; Fung, Fuh Wong; European Journal of Organic Chemistry; nb. 11; (2006); p. 2513 - 2516, View in Reaxys; Spaggiari, Alberto; Vaccari, Daniele; Davoli, Paolo; Torre, Giovanni; Prati, Fabio; Journal of Organic Chemistry; vol. 72; nb. 6; (2007); p. 2216 - 2219, View in Reaxys

B, educt to 15

Zhou, Xin; Shao, Ling; Jin, Zhong; Liu, Jian-Bing; Dai, Hong; Fang, Jian-Xin; Heteroatom Chemistry; vol. 18; nb. 1; (2007); p. 55 - 59, View in Reaxys

starting to 11

Hua, Guoxiong; Li, Yang; Slawin, Alexandra M. Z.; Woollins, J. Derek; Dalton Transactions; nb. 15; (2007); p. 1477 - 1480, View in Reaxys

Li, Zhenjiang; Ren, Xinhua; Shi, Yuhu; Ouyang, Pingkai; Synthetic Communications; vol. 37; nb. 5; (2007); p. 713 - 724, View in Reaxys

Tab.1.,Ent.3., aldehyde

Shah, Bhahwal A.; Taneja, Subhash C.; Sethi, Vijay K.; Gupta, Pankaj; Andotra, Samar S.; Chimni, Swapandeep S.; Qazi, Ghulam N.; Tetrahedron Letters; vol. 48; nb. 6; (2007); p. 955 - 960, View in Reaxys

6, t. 3, entry 5

Zhao, Yu-Long; Zhang, Wei; Wang, Shuang; Liu, Qun; Journal of Organic Chemistry; vol. 72; nb. 13; (2007); p. 4985 - 4988, View in Reaxys

1 (R1=piperonyl)

Li, Zhenjiang; Sun, Yingjie; Ren, Xinghua; Wei, Ping; Shi, Yuhu; Ouyang, Pingkai; Synlett; nb. 5; (2007); p. 803 - 805, View in Reaxys

Velcheva, Evelina A.; Juchnovski, Ivan N.; Binev, Ivan G.; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 59; nb. 8; (2003); p. 1745 - 1749, View in Reaxys; Chien, Ching-Ting; Tsai, Chia-Chung; Tsai, Chi-Hui; Chang, Tsai-Yuan; Tsai, Ping-Kuei; Wang, Ying-Chuan; Yan, Tu-Hsin; Journal of Organic Chemistry; vol. 71; nb. 11; (2006); p. 4324 - 4327, View in Reaxys; Yong, Rok Lee; Wang, Xue; Xia, Likai; Molecules; vol. 12; nb. 7; (2007); p. 1420 - 1429, View in Reaxys

Kim, Sothea; de A. Vilela, Guilherme V.M.; Bouajila, Jalloul; Dias, Ayres G.; Cyrino, Fatima Z.G.A.; Bouskela, Eliete; Costa, Paulo R.R.; Nepveu, Francoise; Bioorganic and Medicinal Chemistry; vol. 15; nb. 10; (2007); p. 3572 - 3578, View in Reaxys

Starting, Tab.1, run 7

Lim, Minkyung; Yoon, Cheol Min; An, Gwangil; Rhee, Hakjune; Tetrahedron Letters; vol. 48; nb. 22; (2007); p. 3835 - 3839, View in Reaxys

educt to 6h

Shang, Zhi-Qiang; Chen, Ru-Yu; Huang, You; Heteroatom Chemistry; vol. 18; nb. 3; (2007); p. 230 - 235, View in Reaxys

Li, Huanrong; Guan, Bingtao; Wang, Wenjin; Xing, Dong; Fang, Zhao; Wan, Xiaobing; Yang, Liping; Shi, Zhangjie; Tetrahedron; vol. 63; nb. 35; (2007); p. 8430 - 8434, View in Reaxys

Paraskar, Abhimanyu S.; Sudalai, Arumugam; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 46; nb. 2; (2007); p. 331 - 335, View in Reaxys

tab.2, entries 7,8

Polshettiwar, Vivek; Varma, Rajender S.; Tetrahedron Letters; vol. 48; nb. 32; (2007); p. 5649 - 5652, View in Reaxys

Chen, Yu-Chang; Liao, Chang-Hui; Chen, Ih-Sheng; Phytochemistry; vol. 68; nb. 15; (2007); p. 2101 2111, View in Reaxys

aldehyde for 13

Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D.; Tetrahedron Asymmetry; vol. 18; nb. 13; (2007); p. 1554 - 1566, View in Reaxys

educt to 2

Al-Mutlaq, Fahad A.; Potvin, Pierre G.; Philippopoulos, Athanassios I.; Falaras, Polycarpos; European Journal of Inorganic Chemistry; nb. 15; (2007); p. 2121 - 2128, View in Reaxys

1, Ar = 3,4OCH2CH2C6H3

Bandgar, Sunita B.; Bandgar, Babasaheb P.; Korbad, Balaji L.; Totre, Jalinder V.; Patil, Sachin; Australian Journal of Chemistry; vol. 60; nb. 4; (2007); p. 305 - 307, View in Reaxys

3 (X=3,4-(OCH2O-))

Liu, Jian-Bing; Tao, Wei-Feng; Dai, Hong; Jin, Zhong; Fang, Jian-Xin; Heteroatom Chemistry; vol. 18; nb. 4; (2007); p. 376 - 380, View in Reaxys

3,4OCH2OC6H3CH O

Nagamatsu, Tomohisa; Yamasaki, Hiroo; Fujita, Takayuki; Endo, Kazuki; HaruhikoMachida; Journal of the Chemical Society - Perkin Transactions 1; nb. 21; (1999); p. 3117 - 3125, View in Reaxys; Huang, Junmin; Chen, Ruyu; Heteroatom Chemistry; vol. 12; nb. 2; (2001); p. 97 - 101, View in Reaxys; Wang, MeiXiang; Lin, Shuang-Jun; Tetrahedron Letters; vol. 42; nb. 39; (2001); p. 6925 - 6927, View in Reaxys; Jin, Tong-Shou; Wang, Ai-Qing; Cheng, Zhao-Li; Zhang, Jian-She; Li, Tong-Sliuang; Synthetic Communications; vol. 35; nb. 1; (2005); p. 137 - 143, View in Reaxys; Tu, Shujiang; Li, Tuanjie; Shi, Feng; Wang, Qian; Zhang, Jinpeng; Xu, Jianing; Zhu, Xiaotong; Zhang, Xiaojing; Zhu, Songlei; Shi, Daqing; Synthesis; nb. 18; (2005); p. 3045 - 3050; Art.No: F08805SS, View in Reaxys; Popov-Pergal; Pergal; Csanadi; Djokovic; Chemistry of Heterocyclic Compounds; vol. 41; nb. 12; (2005); p. 1529 - 1533, View in Reaxys; Tu, Shujiang; Jiang, Bo; Yao, Changsheng; Jiang, Hong; Zhang, Junyong; Jia, Runhong; Zhang, Yan; Synthesis; nb. 9; (2007); p. 1366 - 1372, View in Reaxys

Davies, Antony J.; Ashwood, Michael S.; Cottrell, Ian F.; Synthetic Communications; vol. 30; nb. 6; (2000); p. 1095 - 1102, View in Reaxys; Wang, Wentao; Gou, Shaohua; Liu, Xiaohua; Feng, Xiaoming; Synlett; nb. 18; (2007); p. 2875 - 2878, View in Reaxys

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Tab. 3, Ent. 8, ald. Raj, I. Victor Paul; Suryavanshi, Gurunath; Sudalai; Tetrahedron Letters; vol. 48; nb. 40; (2007); p. 7211 7214, View in Reaxys 1, entry 24

Kamble; Tayade; Davane; Kadam; Australian Journal of Chemistry; vol. 60; nb. 8; (2007); p. 590 - 594, View in Reaxys

Tocco, Graziella; Begala, Michela; Meli, Gabriele; Podda, Gianni; Heterocycles; vol. 71; nb. 3; (2007); p. 635 - 645, View in Reaxys

2b/2j

Zhao, Yu-Long; Chen, Li; Liu, Qun; Li, Dong-Wei; Synlett; nb. 1; (2007); p. 37 - 42, View in Reaxys

Martinez-Viturro, Carlos M.; Dominguez, Domingo; Tetrahedron Letters; vol. 48; nb. 27; (2007); p. 4707 4710, View in Reaxys

25d

Hughes, Nicholas J.; Pullin, Robert D. C.; Sanganee, Mahesh J.; Sellars, Jonathan D.; Steel, Patrick. G.; Turner, Michael J.; Organic and Biomolecular Chemistry; vol. 5; nb. 17; (2007); p. 2841 - 2848, View in Reaxys

21-C06

Castellano, Sabrina; Fiji, Hannah D. G.; Kinderman, Sape S.; Watanabe, Masaru; De Leon, Pablo; Tamanoi, Fuyuhiko; Kwon, Ohyun; Journal of the American Chemical Society; vol. 129; nb. 18; (2007); p. 5843 - 5845, View in Reaxys

aldehyde for 6q

Yeh, Wen-Pin; Chang, Wong-Jin; Sun, Mei-Lian; Sun, Chung-Ming; Tetrahedron; vol. 63; nb. 48; (2007); p. 11809 - 11816, View in Reaxys

Su, Shun; Porco Jr., John A.; Organic Letters; vol. 9; nb. 24; (2007); p. 4983 - 4986, View in Reaxys

IIIr

Kozlov; Tereshko; Gusak; Russian Journal of Organic Chemistry; vol. 43; nb. 9; (2007); p. 1371 - 1378, View in Reaxys

ArCHO, Ar=piper- Hassan; Hegab; Hashem; Abdel-Motti; Hebah; Abdel-Megeid; Journal of Heterocyclic Chemistry; vol. 44; onyl nb. 4; (2007); p. 775 - 782, View in Reaxys Educt to 1j

Shi, Feng; Zhang, Junyong; Tu, Shujiang; Jia, Runhong; Zhang, Yan; Jiang, Bo; Jiang, Hong; Journal of Heterocyclic Chemistry; vol. 44; nb. 5; (2007); p. 1013 - 1017, View in Reaxys

1c table 2.

Spafford, Matthew J.; Anderson, Erin D.; Lacey, Joshua R.; Palma, Ann C.; Mohan, Ram S.; Tetrahedron Letters; vol. 48; nb. 49; (2007); p. 8665 - 8667, View in Reaxys

Srivastava, Brijesh Kumar; Joharapurkar, Amit; Raval, Saurin; Patel, Jayendra Z.; Soni, Rina; Raval, Preeti; Gite, Archana; Goswami, Amitgiri; Sadhwani, Nisha; Gandhi, Neha; Patel, Harilal; Mishra, Bhupendra; Solanki, Manish; Pandey, Bipin; Jain, Mukul R.; Patel, Pankaj R.; Journal of Medicinal Chemistry; vol. 50; nb. 24; (2007); p. 5951 - 5966, View in Reaxys

1, R=3,4OCH2OC6H3

Tu, Shujiang; Fang, Fang; Zhu, Songlei; Li, Tuanjie; Zhang, Xiaojing; Zhuang, Qiya; Journal of Heterocyclic Chemistry; vol. 41; nb. 5; (2004); p. 767 - 770, View in Reaxys; Tu, Shujiang; Zhu, Xiaotong; Shi, Feng; Zhang, Jinpeng; Zhang, Yan; Journal of Heterocyclic Chemistry; vol. 44; nb. 4; (2007); p. 837 - 842, View in Reaxys

3,4OCH2OC6H3CHO

Dominguez, Jose N.; Leon, Caritza; Rodrigues, Juan; De Dominguez, Neira Gamboa; Gut, Jiri; Rosenthal, Philip J.; Farmaco; vol. 60; nb. 4; (2005); p. 307 - 311, View in Reaxys; Jia, Runhong; Tu, Shujiang; Zhang, Yan; Jiang, Bo; Zhang, Junyong; Yao, Changsheng; Shi, Feng; Journal of Heterocyclic Chemistry; vol. 44; nb. 5; (2007); p. 1177 - 1180, View in Reaxys

Ribeiro, Tatiana Santana; Freire-De-Lima, Leonardo; Previato, Jose Osvaldo; Mendonca-Previato, Lucia; Heise, Norton; De Lima, Marco Edilson Freire; Bioorganic and Medicinal Chemistry Letters; vol. 14; nb. 13; (2004); p. 3555 - 3558, View in Reaxys; Yong, Rok Lee; Xia, Likai; Synthesis; nb. 20; (2007); p. 3240 - 3246, View in Reaxys

Arfan; Paquin; Bazureau; Russian Journal of Organic Chemistry; vol. 43; nb. 7; (2007); p. 1058 - 1064, View in Reaxys

3,4(OCH2O)C6H 3-CHO

Chen, Yan; Tu, Shujiang; Jiang, Bo; Shi, Feng; Journal of Heterocyclic Chemistry; vol. 44; nb. 5; (2007); p. 1201 - 1205, View in Reaxys

R3CHO, 5f

Kidwai, Mazaahir; Singhal, Priya; Singhal, Kavita; Heterocycles; vol. 71; nb. 7; (2007); p. 1615 - 1622, View in Reaxys

Aldehyde to 4j

Rong, Liangce; Wang, Haiying; Shi, Jingwen; Yang, Fang; Yao, Hao; Tu, Shuajiang; Shi, Daqing; Journal of Heterocyclic Chemistry; vol. 44; nb. 6; (2007); p. 1505 - 1508, View in Reaxys

20a

Shaikh, Nadim S.; Junge, Kathrin; Beller, Matthias; Organic Letters; vol. 9; nb. 26; (2007); p. 5429 - 5432, View in Reaxys

1 (Ar=3,4(OCH2O)C6H3)

Wu, Nan; Li, Xinnian; Xu, Xin; Shi, Daqing; Journal of Chemical Research; nb. 10; (2007); p. 561 - 562, View in Reaxys

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2016-07-07 15:15:40

C8 aldehyde

Zhou, Caihong; Zhang, Song; Nanamori, Masakatsu; Zhang, Yueyun; Liu, Qing; Li, Na; Sun, Meiling; Tian, Jun; Ye, Patrick P.; Cheng, Ni; Ye, Richard D.; Wang, Ming-Wei; Molecular Pharmacology; vol. 72; nb. 4; (2007); p. 976 - 983, View in Reaxys

Patent; FUNDACAO DE AMPARO A PESQUISA DO ESTADO DE SAO PAULO; ASSOCIACAO CULTURAL E EDUCACIONAL DE FRANCA - ACEFRAN; WO2007/9201; (2007); (A2) English, View in Reaxys

Serrat, Xavier; Cabarrocas, Gemma; Rafel, Sara; Ventura, Montserrat; Linden, Anthony; Villalgordo, Jose M.; Tetrahedron Asymmetry; vol. 10; nb. 17; (1999); p. 3417 - 3430, View in Reaxys; Srikrishna; Danieldoss; Synthetic Communications; vol. 31; nb. 15; (2001); p. 2357 - 2364, View in Reaxys; Pradhan, Prasun K.; Dey, Sumit; Jaisankar, Parasuraman; Giri, Venkatachalam S.; Synthetic Communications; vol. 35; nb. 7; (2005); p. 913 - 922, View in Reaxys; Muthukrishnan; More, Shivaji V.; Garud, Dinesh R.; Ramana; Joshi; Journal of Heterocyclic Chemistry; vol. 43; nb. 3; (2006); p. 767 - 772, View in Reaxys

starting to 7d

Sharma; Kanwar, Seema; Rajpoot, Shivani; Journal of Heterocyclic Chemistry; vol. 43; nb. 1; (2006); p. 11 - 19, View in Reaxys

R1=3,4CH2O2C6H3 R2=H

Cai, Mingzhong; Zhou, Zhou; Jiang, Jianwen; European Journal of Organic Chemistry; nb. 6; (2006); p. 1400 - 1402, View in Reaxys

4, tab 2/10

Shou, Wang-Ge; Yang, Yun-Yun; Wang, Yan-Guang; Tetrahedron Letters; vol. 47; nb. 11; (2006); p. 1845 1847, View in Reaxys

educt to 5f

Lawrence, Nicholas J.; Armitage, E. Simon M.; Greedy, Benjamin; Cook, Darren; Ducki, Sylvie; McGown, Alan T.; Tetrahedron Letters; vol. 47; nb. 10; (2006); p. 1637 - 1640, View in Reaxys

aldehyde Tab. 2, e. 6

Chen, Junhua; Zhang, Xiaoqin; Feng, Qiang; Luo, Meiming; Journal of Organometallic Chemistry; vol. 691; nb. 3; (2006); p. 470 - 474, View in Reaxys

6b/6k

Mortimer, Catriona G.; Wells, Geoffrey; Crochard, Jean-Philippe; Stone, Erica L.; Bradshaw, Tracey D.; Stevens, Malcolm F. G.; Westwell, Andrew D.; Journal of Medicinal Chemistry; vol. 49; nb. 1; (2006); p. 179 - 185, View in Reaxys

3,4-(O-CH2O)C6H3CHO

Mogilaiah; Rani, J. Uma; Sakram; Reddy, N. Vasudeva; Journal of Heterocyclic Chemistry; vol. 43; nb. 2; (2006); p. 485 - 488, View in Reaxys

educt to 3

Duncton, Matthew A. J.; Roffey, Jonathan R. A.; Hamlyn, Richard J.; Adams, David R.; Tetrahedron Letters; vol. 47; nb. 15; (2006); p. 2549 - 2552, View in Reaxys

educt to 4c/4f

Kiselyov, Alexander S.; Smith II, Leon; Tetrahedron Letters; vol. 47; nb. 15; (2006); p. 2611 - 2614, View in Reaxys

educt to 4c/4o

Kiselyov, Alexander S.; Tetrahedron Letters; vol. 47; nb. 17; (2006); p. 2941 - 2944, View in Reaxys

2 (Ar=3,4OCH2O-C6H3)

Quiroga, Jairo; Cisneros, Carlos; Insuasty, Braulio; Abonia, Rodrigo; Cruz, Silvia; Nogueras, Manuel; De La Torre, Jose Manuel; Sortino, Maximiliano; Zacchino, Susana; Journal of Heterocyclic Chemistry; vol. 43; nb. 2; (2006); p. 299 - 306, View in Reaxys

aldehyde for 15

Kohn, Luciana K.; Pavam; Veronese; Coelho; De Carvalho; Almeida, Wanda P.; European Journal of Medicinal Chemistry; vol. 41; nb. 6; (2006); p. 738 - 744, View in Reaxys

1i=1m

Jin, Tong-Shou; Zhang, Jian-She; Liu, Li-Bin; Wang, Ai-Qing; Li, Tong-Shuang; Synthetic Communications; vol. 36; nb. 14; (2006); p. 2009 - 2015, View in Reaxys

Table 2, entry 7

Zhang, Yu; Bao, Weiliang; Journal of Chemical Research; nb. 4; (2006); p. 263 - 266, View in Reaxys

Substrate,Tab.1, run 2l

Kamble, Vinod T.; Jamode, Vasant S.; Joshi, Neeta S.; Biradar, Ankush V.; Deshmukh, Rameshchandra Y.; Tetrahedron Letters; vol. 47; nb. 31; (2006); p. 5573 - 5576, View in Reaxys

IIb

Kidwai; Saxena; Mohan; Russian Journal of Organic Chemistry; vol. 42; nb. 1; (2006); p. 52 - 55, View in Reaxys

IIIg

Kozlov; Gusak; Skatetskii; Russian Journal of Organic Chemistry; vol. 42; nb. 1; (2006); p. 112 - 117, View in Reaxys

aldehyde educt of Zhu, Anlian; Jiang, Tao; Han, Buxing; Huang, Jun; Zhang, Jicheng; Ma, Xiumin; New Journal of Chem9 istry; vol. 30; nb. 5; (2006); p. 736 - 740, View in Reaxys Tab. 1, ent 9, 1

Li, Jiaming; Zha, Zhenggen; Sun, Lilin; Zhang, Yan; Wang, Zhiyong; Chemistry Letters; vol. 35; nb. 5; (2006); p. 498 - 499, View in Reaxys

Table 2, entry 5

Wang, Min-Can; Hou, Xue-Hui; Chi, Chao-Xian; Tang, Ming-Sheng; Tetrahedron Asymmetry; vol. 17; nb. 14; (2006); p. 2126 - 2132, View in Reaxys

Gou, Shaohua; Chen, Xiaohong; Xiong, Yan; Feng, Xiaoming; Journal of Organic Chemistry; vol. 71; nb. 15; (2006); p. 5732 - 5736, View in Reaxys

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2016-07-07 15:15:40

Hossain, Mohammad M.; Kawamura, Yasuhiko; Yamashita, Kazuyo; Tsukayama, Masao; Tetrahedron; vol. 62; nb. 36; (2006); p. 8625 - 8635, View in Reaxys

Tab.4. col.3. run 5,10

Yan, Chun; Zeng, Xiaoming; Zhang, Weifeng; Luo, Meiming; Journal of Organometallic Chemistry; vol. 691; nb. 15; (2006); p. 3391 - 3396, View in Reaxys

Chart S1/4

Wang, Shenliang; Chang, Young-Tae; Journal of the American Chemical Society; vol. 128; nb. 32; (2006); p. 10380 - 10381, View in Reaxys

educt to 2l

Gupta, Archana; Yadav, Veejendra K.; Tetrahedron Letters; vol. 47; nb. 46; (2006); p. 8043 - 8047, View in Reaxys

starting comp. to 15

Lin, Ming-Yuan; Das, Arindam; Liu, Rai-Shung; Journal of the American Chemical Society; vol. 128; nb. 29; (2006); p. 9340 - 9341, View in Reaxys

aldehyde, tab 1/2

Hansen, Jeffrey A.; Smith, Colin R.; Linder, Ryan J.; Huffman, John C.; Tetrahedron Letters; vol. 47; nb. 40; (2006); p. 7209 - 7212, View in Reaxys

educt to 6

Dinh, Nguyen Huu; Ly, Ngo Thi; Van Hoan, Pham; Journal of Heterocyclic Chemistry; vol. 43; nb. 6; (2006); p. 1657 - 1663, View in Reaxys

ArCHO, e

Kadutskii; Kozlov; Bondarev; Russian Journal of Organic Chemistry; vol. 42; nb. 9; (2006); p. 1383 - 1387, View in Reaxys

1,R=3,4OCH2OC6H3

Tu, Shujiang; Zhang, Jinpeng; Zhu, Xiaotong; Xu, Jianing; Zhang, Yan; Wang, Qian; Jia, Runhong; Jiang, Bo; Zhang, Junyong; Bioorganic and Medicinal Chemistry Letters; vol. 16; nb. 13; (2006); p. 3578 3581, View in Reaxys

Lamblin, Marc; Couture, Axel; Deniau, Eric; Grandclaudon, Pierre; Synthesis; nb. 8; (2006); p. 1333 1338, View in Reaxys

Lee, Yong Rok; Kim, Do Hoon; Synthesis; nb. 4; (2006); p. 603 - 608, View in Reaxys

R2-CHO Table 1, Entry 9

Wang, Shao-Hua; Tu, Yong-Qiang; Wang, Min; Tetrahedron Letters; vol. 47; nb. 48; (2006); p. 8621 - 8623, View in Reaxys

educt to Vi

Krayushkin; Pashchenko; Lichitskii; Valova; Strokach; Barachevskii; Russian Journal of Organic Chemistry; vol. 42; nb. 12; (2006); p. 1816 - 1821, View in Reaxys

41(R=3,4OCH2O)

Borthwick, Alan D.; Davies, Dave E.; Exall, Anne M.; Hatley, Richard J. D.; Hughes, Jennifer A.; Irving, Wendy R.; Livermore, David G.; Sollis, Steve L.; Nerozzi, Fabrizio; Valko, Klara L.; Allen, Michael J.; Perren, Marion; Shabbir, Shalia S.; Woollard, Patrick M.; Price, Mark A.; Journal of Medicinal Chemistry; vol. 49; nb. 14; (2006); p. 4159 - 4170, View in Reaxys

Barma; Kundu, Abhijit; Zhang, Hongming; Mioskowski, Charles; Falck; Journal of the American Chemical Society; vol. 125; nb. 11; (2003); p. 3218 - 3219, View in Reaxys; Nemoto, Hisao; Ma, Rujian; Kawamura, Tomoyuki; Kamiya, Masaki; Shibuya, Masayuki; Journal of Organic Chemistry; vol. 71; nb. 16; (2006); p. 6038 - 6043, View in Reaxys

4, R1 = 3,4(OCH2O)C6H3

Hatano, Manabu; Miyamoto, Takashi; Ishihara, Kazuaki; Synlett; nb. 11; (2006); p. 1762 - 1764, View in Reaxys

Talzi; Russian Journal of Applied Chemistry; vol. 79; nb. 1; (2006); p. 107 - 116, View in Reaxys

Tab.2, prod., entry Vatele, Jean-Michel; Synlett; nb. 13; (2006); p. 2055 - 2058, View in Reaxys 3 IIj

Kozlov; Gusak; Russian Journal of General Chemistry; vol. 76; nb. 2; (2006); p. 278 - 281, View in Reaxys

Aldous, David J.; Batsanov, Andrei S.; Yufit, Dmitrii S.; Dalenon, Anne J.; Dutton, William M.; Steel, Patrick G.; Organic and Biomolecular Chemistry; vol. 4; nb. 15; (2006); p. 2912 - 2927, View in Reaxys

3,4(OCH2O)C6H3C HO

Pleshakov; Ambacheu; Zainul Abedin; Zvolinskii; Beshenko; Anisimov; Prostakov; Russian Journal of Organic Chemistry; vol. 34; nb. 1; (1998); p. 120 - 126, View in Reaxys; Kataoka, Kentaro; Tsuboi, Sadao; Synthesis; nb. 3; (2000); p. 452 - 456, View in Reaxys; Yutilov; Abramyants; Smolyar; Russian Journal of Organic Chemistry; vol. 37; nb. 1; (2001); p. 119 - 124, View in Reaxys; Yadav; Reddy; Raj; Prasad; Synthesis; nb. 15; (2001); p. 2277 - 2280, View in Reaxys; Casas, Jesus; Najera, Carmen; Sansano, Jose M.; Saa, Jose M.; Tetrahedron; vol. 60; nb. 46 SPEC. ISS.; (2004); p. 10487 - 10496, View in Reaxys; Xia, JingJing; Wang, Guan-Wu; Synthesis; nb. 14; (2005); p. 2379 - 2383; Art.No: F02305SS, View in Reaxys; Dalai, Suryakanta; Limbach, Michael; Zhao, Ligang; Tamm, Markus; Sevvana, Madhumati; Sokolov, Viktor V.; De Meijere, Armin; Synthesis; nb. 3; (2006); p. 471 - 479, View in Reaxys; Zoute, Ludivine; Dutheuil, Guillaume; Quirion, Jean-Charles; Jubault, Philippe; Pannecoucke, Xavier; Synthesis; nb. 20; (2006); p. 3409 - 3418, View in Reaxys; Hamama, Wafaa S.; Abd El-Magid, Osama M.; Zoorob, Hanafi H.; Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences; vol. 61; nb. 1; (2006); p. 93 - 100, View in Reaxys; Kamble, Vinod T.; Bandgar, Babasaheb P.; Joshi, Neeta S.; Jamode, Vasant S.; Synlett; nb. 17; (2006); p. 2719 - 2722, View in Reaxys; Wang, Xiang-Shan; Zhang, Mei-Mei; Jiang, Hong; Shi, Da-

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2016-07-07 15:15:40

Qing; Tu, Shu-Jiang; Wei, Xian-Yong; Zong, Zhi-Min; Synthesis; nb. 24; (2006); p. 4187 - 4199, View in Reaxys 1, R = 3,4OCH2OC6H3

Tu, Shujiang; Zhang, Yan; Jiang, Bo; Jia, Runhong; Zhang, Junyong; Zhang, Jinpeng; Ji, Shunjun; Synthesis; nb. 22; (2006); p. 3874 - 3882, View in Reaxys; Tu, Shu-Jiang; Jiang, Bo; Jia, Run-Hong; Zhang, Jun-Yong; Zhang, Yan; Yao, Chang-Sheng; Shi, Feng; Organic and Biomolecular Chemistry; vol. 4; nb. 19; (2006); p. 3664 - 3668, View in Reaxys

1a; 2a

Patent; Kalypsys, Inc.; US2006/116515; (2006); (A1) English, View in Reaxys

3,4-OCH2OC6H3-CHO

Nagamatsu, Tomohisa; Yamasaki, Hiroo; Akiyama, Toshihiko; Hara, Sachiko; Mori, Kenya; Kusakabe, Hitoshi; Synthesis; nb. 4; (1999); p. 655 - 663, View in Reaxys; Kiec-Kononowicz; Szymanska; Farmaco; vol. 57; nb. 11; (2003); p. 909 - 916, View in Reaxys; Pan, Chongfeng; Ma, Zhixiong; Yu, Jie; Zhang, Zuhui; Hui, Ailing; Wang, Zhiyong; Synlett; nb. 12; (2005); p. 1922 - 1926; Art.No: U14105ST, View in Reaxys

prod., Tab. 2, entry 4

Chhikara, Bhupender S.; Tehlan, Sarita; Kumar, Anil; Synlett; nb. 1; (2005); p. 63 - 66; Art.No: S08604ST, View in Reaxys

tab1, aldehyde, entry c

Kiselyov, Alexander S.; Tetrahedron Letters; vol. 46; nb. 10; (2005); p. 1663 - 1665, View in Reaxys

Substrate,Tab. 1,run6/26

Lin, Yu-Sheng; Liu, Chih-Wei; Tsai, Thomas Y. R.; Tetrahedron Letters; vol. 46; nb. 11; (2005); p. 1859 1861, View in Reaxys

2, tab. 2. entry 6

Zhang, Zhan-Hui; Yin, Liang; Li, Yi; Wang, Yong-Mei; Tetrahedron Letters; vol. 46; nb. 5; (2005); p. 889 893, View in Reaxys

educt to 9

Limbach, Michael; Dalai, Suryakanta; Janssen, Andre; Es-Sayed, Mazen; Magull, Joerg; De Meijere, Armin; European Journal of Organic Chemistry; nb. 3; (2005); p. 610 - 617, View in Reaxys

5 Table 1, Entry 6

Mahajan, Vishal A.; Shinde, Popat D.; Borate, Hanumant B.; Wakharkar, Radhika D.; Tetrahedron Letters; vol. 46; nb. 6; (2005); p. 1009 - 1012, View in Reaxys

1, Ar=3,4OCH2OC6H3

Shi, Daqing; Mou, Jie; Zhuang, Qiya; Wang, Xiangshan; Journal of Chemical Research; nb. 12; (2004); p. 821 - 823, View in Reaxys; Wang, Xiang-Shan; Zeng, Zhao-Sen; Li, Yu-Ling; Shi, Da-Qing; Tu, ShuJiang; Wei, Xian-Yong; Zong, Zhi-Min; Synthetic Communications; vol. 35; nb. 14; (2005); p. 1915 - 1920, View in Reaxys

R6R7=OCH2O

Turov; Bondarenko; Tkachuk; Khilya; Russian Journal of Organic Chemistry; vol. 41; nb. 1; (2005); p. 47 53, View in Reaxys

Tab. 1, Ent. 21, prod.

Narender; Reddy, M. Somi; Kumar, V. Pavan; Nageswar; Rao, K. Rama; Tetrahedron Letters; vol. 46; nb. 12; (2005); p. 1971 - 1973, View in Reaxys

R1,R1=CH2

Rys, Veronique; Couture, Axel; Deniau, Eric; Lebrun, Stephane; Grandclaudon, Pierre; Tetrahedron; vol. 61; nb. 3; (2005); p. 665 - 671, View in Reaxys

3,R1=H,R2=3,4CH2O2C6H3

Cai, Mingzhong; Xia, Jun; Journal of Chemical Research; nb. 2; (2005); p. 121 - 122, View in Reaxys

subs., Tab. 1, entry 5

Van Der Veken, Pieter; El Sayed, Ibrahim; Joossens, Jurgen; Stevens, Christian V.; Augustyns, Koen; Haemers, Achiel; Synthesis; nb. 4; (2005); p. 634 - 638; Art.No: Z18004SS, View in Reaxys

tabl.2, entry 4, aryl

Tu, Shujiang; Li, Tuanjie; Shi, Feng; Fang, Fang; Zhu, Songlei; Wei, Xianyong; Zong, Zhimin; Chemistry Letters; vol. 34; nb. 5; (2005); p. 732 - 733, View in Reaxys

R1=3,4OCH2O ent.33tab.1

Dambacher, Jesse; Zhao, Wen; El-Batta, Amer; Anness, Robert; Jiang, Changchun; Bergdahl, Mikael; Tetrahedron Letters; vol. 46; nb. 26; (2005); p. 4473 - 4477, View in Reaxys

IIIq

Gusak; Tereshko; Kozlov; Russian Journal of Organic Chemistry; vol. 41; nb. 5; (2005); p. 727 - 734, View in Reaxys

Tab. 2., Ent. 9., bypr.

Klein, Thomas A.; Schkeryantz, Jeffrey M.; Tetrahedron Letters; vol. 46; nb. 27; (2005); p. 4535 - 4538, View in Reaxys

9,R3=H,R4=3,4OCH2OC6H3

Shi, Daqing; Shi, Chunling; Wang, Juxian; Rong, Liangce; Zhuang, Qiya; Wang, Xiangshan; Journal of Heterocyclic Chemistry; vol. 42; nb. 2; (2005); p. 173 - 183, View in Reaxys

Scheme 8

Jorgensen, Mikkel; Krebs, Frederik C.; Journal of Organic Chemistry; vol. 70; nb. 15; (2005); p. 6004 6017, View in Reaxys

Table 1, run 1

Shimizu, Masamichi; Kimura, Masanari; Watanabe, Toshiya; Tamaru, Yoshinao; Organic Letters; vol. 7; nb. 4; (2005); p. 637 - 640, View in Reaxys

product, entry 5

Ganguly, Nemai C.; Datta, Mrityunjoy; Journal of Chemical Research; nb. 4; (2005); p. 218 - 221, View in Reaxys

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2016-07-07 15:15:40

Tab.1, entry 14, prod.

Reddy, M. Somi; Narender; Nageswar; Rao, K. Rama; Synthesis; nb. 5; (2005); p. 714 - 716; Art.No: Z20704SS, View in Reaxys

1i, Tab. 1, entry 9

Hatano, Manabu; Miyamoto, Takashi; Ishihara, Kazuaki; Advanced Synthesis and Catalysis; vol. 347; nb. 11-13; (2005); p. 1561 - 1568, View in Reaxys

T.1 Entry 6 (product)

Zheng, Yun-Fa; Du, Xing-Fen; Bao, Wei-Liang; Journal of Chemical Research; nb. 12; (2005); p. 753 - 754, View in Reaxys

2, R2,R3=OCH2O-

Das, Biswanath; Reddy, Majjigapu Ravinder; Holla, Harish; Ramu, Ravirala; Venkateswarlu, Katta; Rao, Yerra Koteswara; Journal of Chemical Research; nb. 12; (2005); p. 793 - 795, View in Reaxys

Tab. 1, Entry 1d, Ald.

Anzalone, Peter W.; Mohan, Ram S.; Synthesis; nb. 16; (2005); p. 2661 - 2663; Art.No: M02005SS, View in Reaxys

subs., Tab. 1, entry 6

Baeza, Alejandro; Najera, Carmen; Retamosa, Ma. De Gracia; Sansano, Jose M.; Synthesis; nb. 16; (2005); p. 2787 - 2797; Art.No: Z11805SS, View in Reaxys

subst., tab. 1, entry 2

Siu, Jason; Baxendale, Ian R.; Lewthwaite, Russell A.; Ley, Steven V.; Organic and Biomolecular Chemistry; vol. 3; nb. 17; (2005); p. 3140 - 3160, View in Reaxys

22a

Mahindroo, Neeraj; Ahmed, Zabeer; Bhagat, Asha; Bedi, Kasturi Lal; Khajuria, Ravi Kant; Kapoor, Vijay Kumar; Dhar, Kanaya Lal; Medicinal Chemistry Research; vol. 14; nb. 6; (2005); p. 347 - 368, View in Reaxys

R3M2

Su, Jing; McKittrick, Brian A.; Tang, Haiqun; Czarniecki, Michael; Greenlee, William J.; Hawes, Brian E.; O'Neill, Kim; Bioorganic and Medicinal Chemistry; vol. 13; nb. 5; (2005); p. 1829 - 1836, View in Reaxys

254a

Patent; METHYLGENE, INC.; WO2005/30704; (2005); (A1) English, View in Reaxys

Tab. 1

Cai, Ming-Zhong; Song, Cai-Sheng; Huang, Xian; Synthetic Communications; vol. 27; nb. 17; (1997); p. 3087 - 3093, View in Reaxys; Hanson, James R.; Hitchcock, Peter B.; Saberi, Hamid; Journal of Chemical Research; nb. 10; (2004); p. 667 - 669, View in Reaxys

Hoarau; Couture; Deniau; Grandclaudon; Synthesis; nb. 10; (2001); p. 1462 - 1470, View in Reaxys; Hudson, Harry R.; Lee, Rosalind J.; Matthews, Ray W.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 179; nb. 9; (2004); p. 1691 - 1709, View in Reaxys

RCHO, entry 14

Ranu, Brindaban C.; Jana, Ranjan; Dey, Suvendu S.; Chemistry Letters; vol. 33; nb. 3; (2004); p. 274 275, View in Reaxys

Tab.1, entry 6, product

Li, Lingjun; Zhang, Xinying; Zhang, Guisheng; Qu, Guirong; Journal of Chemical Research; nb. 1; (2004); p. 39 - 40, View in Reaxys

RCHO, Tab.3, en- Ji, Shun-Jun; Jiang, Zhao-Qin; Lu, Jun; Loh, Teck-Peng; Synlett; nb. 5; (2004); p. 831 - 835, try 4 View in Reaxys 1, R1=3,4(OCH2O)C6H3

Sun, Qi; Wang, Yi-Qiang; Ge, Ze-Mei; Cheng, Tie-Ming; Li, Run-Tao; Synthesis; nb. 7; (2004); p. 1047 1051, View in Reaxys; Srinivas; Das, Biswanath; Synthesis; nb. 13; (2004); p. 2091 - 2093, View in Reaxys

intermedier to 3e

Lu, Jun; Li, Yingying; Bai, Yinjuan; Tian, Min; Heterocycles; vol. 63; nb. 3; (2004); p. 583 - 589, View in Reaxys

Ar-CHO/Tab. 1; run 10

Mogilaiah; Srinivas Reddy; Heterocyclic Communications; vol. 10; nb. 4-5; (2004); p. 363 - 368, View in Reaxys

tab1 run6

Yadav; Reddy; Naidu, Jaishri J.; Sadashiv; Chemistry Letters; vol. 33; nb. 7; (2004); p. 926 - 927, View in Reaxys

IVi

Kozlov; Basalaeva; Firgang; Shashkov; Russian Journal of Organic Chemistry; vol. 40; nb. 4; (2004); p. 518 - 524, View in Reaxys

Table 3, entry 4

Mori, Kohsuke; Hara, Takayoshi; Mizugaki, Tomoo; Ebitani, Kohki; Kaneda, Kiyotomi; Journal of the American Chemical Society; vol. 126; nb. 34; (2004); p. 10657 - 10666, View in Reaxys

Tab.1, entry 10

Mitra, Alok Kumar; Karchaudhuri, Nilay; De, Aparna; Journal of Chemical Research; nb. 3; (2004); p. 237 - 239, View in Reaxys

1(Ar=3,4(OCH2O)C6H3)

Jin, Tong-Shou; Xiao, Jin-Chong; Chen, Van-Xue; Li, Tong-Shuang; Journal of Chemical Research; nb. 3; (2004); p. 190 - 191, View in Reaxys

Carta, Antonio; Palomba, Michele; Boatto, Gianpiero; Busonera, Bernardetta; Murreddu, Marta; Loddo, Roberta; Farmaco; vol. 59; nb. 8; (2004); p. 637 - 644, View in Reaxys

2, R3R4=OCH2O

Srinivas; Das, Biswanath; Synlett; nb. 10; (2004); p. 1715 - 1718, View in Reaxys

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2016-07-07 15:15:40

Tab.1, entry 7, substr.

Xu, Xiaolan; Zha, Zhenggen; Miao, Qian; Wang, Zhiyong; Synlett; nb. 7; (2004); p. 1171 - 1174, View in Reaxys

1, R=3,4(OCH2O)C6H3

Narsaiah, A. Venkat; Basak, A. K.; Nagaiah, K.; Synthesis; nb. 8; (2004); p. 1253 - 1256, View in Reaxys

3, table 1, entry 8

Kramer, Beate; Waldvogel, Siegfried R.; Angewandte Chemie - International Edition; vol. 43; nb. 18; (2004); p. 2446 - 2449, View in Reaxys

Tab. 1, entry 1, al- Andrade, Carlos Kleber Z.; Takada, Sayuri Cristina S.; Magalhaes Alves, Luana; Petrocchi Rodrigues, deh. Juliana; Suarez, Paulo Anselmo Z.; Brandao, Rodrigo Fleury; Soares, Valerio Cassiano D.; Synlett; nb. 12; (2004); p. 2135 - 2138, View in Reaxys prod., Tab.1, entry Branytska, Oiena; Neumann, Ronny; Synlett; nb. 9; (2004); p. 1575 - 1576, View in Reaxys 6 aldehyde to 13

Dinh, Nguyen Huu; Ly, Ngo Thi; Van, Le Thi Thanh; Journal of Heterocyclic Chemistry; vol. 41; nb. 6; (2004); p. 1015 - 1021, View in Reaxys

2, R=3,4CH2O2C6H3

Cai, Mingzhong; Huang, Yizheng; Zhao, Hong; Zhang, Rongli; Journal of Organometallic Chemistry; vol. 689; nb. 15; (2004); p. 2436 - 2440, View in Reaxys

2, tab. 1, entry d

Das, Biswanath; Ravinder Reddy; Saidi Reddy; Ramu; Chemistry Letters; vol. 33; nb. 11; (2004); p. 1526 - 1527, View in Reaxys

aldehyde for 8i

Miles, Steven M.; Marsden, Stephen P.; Leatherbarrow, Robin J.; Coates, William J.; Journal of Organic Chemistry; vol. 69; nb. 20; (2004); p. 6874 - 6882, View in Reaxys

table II, entry 3

Lakouraj; Tajbakhsh; Khojasteh; Gholami; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 179; nb. 12; (2004); p. 2645 - 2651, View in Reaxys

Bei, Xiaohong; Hagemeyer, Alfred; Volpe, Anthony; Saxton, Robert; Turner, Howard; Guram, Anil S.; Journal of Organic Chemistry; vol. 69; nb. 25; (2004); p. 8626 - 8633, View in Reaxys

2, R1=3,4OCH2O

Zhang, Ze; Wang, Guan-Wu; Miao, Chun-Bao; Dong, Ya-Wei; Shen, Ye-Bing; Chemical Communications; nb. 16; (2004); p. 1832 - 1833, View in Reaxys

tab, 1, entry 8, ald.

Jin, Tong-Shou; Wang, Huan-Xin; Xing, Chun-Yong; Li, Xiao-Liu; Li, Tong-Shuang; Synthetic Communications; vol. 34; nb. 16; (2004); p. 3009 - 3016, View in Reaxys

tab. 1, entry 9, ald.

Wang, Xiang-Shan; Zeng, Zhao-Sen; Shi, Da-Qing; Wei, Xian-Yong; Zong, Zhi-Min; Synthetic Communications; vol. 34; nb. 16; (2004); p. 3021 - 3027, View in Reaxys

IIIp

Gusak; Tereshko; Kozlov; Russian Journal of Organic Chemistry; vol. 40; nb. 11; (2004); p. 1662 - 1668, View in Reaxys

6; R3,R4=OCH2O-

Miles, Steven M.; Marsden, Stephen P.; Leatherbarrow, Robin J.; Coates, William J.; Chemical Communications; nb. 20; (2004); p. 2292 - 2293, View in Reaxys

Sechi, Mario; Derudas, Massimiliano; Dallocchio, Roberto; Dessi, Alessandro; Bacchi, Alessia; Sannia, Luciano; Carta, Fabrizio; Palomba, Michele; Ragab, Omar; Chan, Carney; Shoemaker, Robert; Sei, Shizuko; Dayam, Raveendra; Neamati, Nouri; Journal of Medicinal Chemistry; vol. 47; nb. 21; (2004); p. 5298 - 5310, View in Reaxys; Barma, Deb K.; Kundu, Asish; Bandyopadhyay, Anish; Kundu, Abhijit; Sangras, Bhavani; Briot, Anne; Mioskowski, Charles; Falck; Tetrahedron Letters; vol. 45; nb. 30; (2004); p. 5917 - 5920, View in Reaxys

entry 6

Krishnaveni, N. Srilakshmi; Surendra; Rao, K. Rama; Advanced Synthesis and Catalysis; vol. 346; nb. 2-3; (2004); p. 346 - 350, View in Reaxys

Tab. 3, entry 7

Ranu, Brindaban C.; Jana, Ranjan; Samanta, Sampak; Advanced Synthesis and Catalysis; vol. 346; nb. 4; (2004); p. 446 - 450, View in Reaxys

aldehyde for 14

Mikolajczyk, Marian; Balczewski, Piotr; Chefczynska, Hanna; Szadowiak, Aldona; Tetrahedron; vol. 60; nb. 13; (2004); p. 3067 - 3074, View in Reaxys

substrate, tab 1, run 7

Lee, Adam Shih-Yuan; Chu, Shu-Fang; Chang, Yu-Ting; Wang, Shu-Huei; Tetrahedron Letters; vol. 45; nb. 7; (2004); p. 1551 - 1553, View in Reaxys

electrophile, entry Cuevas-Yanez, Erick; Muchowski, Joseph M.; Cruz-Almanza, Raymundo; Tetrahedron Letters; vol. 45; 14 nb. 11; (2004); p. 2417 - 2419, View in Reaxys Tab.1, entry 10, col. 3

Chavan, Subhash P.; Soni, Priti; Tetrahedron Letters; vol. 45; nb. 15; (2004); p. 3161 - 3162, View in Reaxys

Tab. 1; run 5

Jana, Samaresh; Guin, Chandrani; Roy, Subhas Chandra; Tetrahedron Letters; vol. 45; nb. 35; (2004); p. 6575 - 6577, View in Reaxys

27/193

2016-07-07 15:15:40

piperonal

Nguyen, Mai P.; Arnold, Joshua N.; Peterson, Katherine E.; Mohan, Ram S.; Tetrahedron Letters; vol. 45; nb. 51; (2004); p. 9369 - 9371, View in Reaxys

subs., Tab. 2, entry 3

Hamada, Nao; Kazahaya, Kiyoshi; Sato, Tsuneo; Shimizu, Hisashi; Synlett; nb. 6; (2004); p. 1074 - 1076, View in Reaxys

Chen; Fu; Meng; Cheng; Lu; Synthesis; nb. 11; (2000); p. 1519 - 1520, View in Reaxys; Paraskar; Dewkar; Sudalai; Tetrahedron Letters; vol. 44; nb. 16; (2003); p. 3305 - 3308, View in Reaxys

1 (Ar=3,4OCH2OC6H3)

Shi, Da-qing; Wang, Xiang-shan; Yao, Chang-sheng; Mu, Lailong; Journal of Chemical Research - Part S; nb. 7; (2002); p. 344 - 345, View in Reaxys; Tu, Shujang; Fang, Fang; Miao, Chunbao; Jiang, Hong; Shi, Daqing; Wang, Xiangshan; Journal of Chemical Research - Part S; nb. 9; (2003); p. 544 - 545, View in Reaxys

Li, Zhifang; Zhang, Yongmin; Heteroatom Chemistry; vol. 14; nb. 1; (2003); p. 46 - 49, View in Reaxys

2, R=3,4-OCH2O- Sui, Zhihua; Guan, Jihua; Macielag, Mark J.; Jiang, Weiqin; Qiu, Yuhong; Kraft, Patricia; Bhattacharjee, Sheela; John, T. Matthew; Craig, Elizabeth; Haynes-Johnson, Donna; Clancy, Joanna; Bioorganic and Medicinal Chemistry Letters; vol. 13; nb. 4; (2003); p. 761 - 765, View in Reaxys aldehyde, entry 12

Maiti, Gourhari; Kundu, Pradip; Guin, Chandrani; Tetrahedron Letters; vol. 44; nb. 13; (2003); p. 2757 2758, View in Reaxys

educt to 1g

Cai, Guoping; Xu, Xiaoliang; Li, Zhifang; Weber, William P.; Lu, Ping; Journal of Heterocyclic Chemistry; vol. 39; nb. 6; (2002); p. 1271 - 1272, View in Reaxys; Lassagne, Frederic; Pochat, Francis; Tetrahedron Letters; vol. 44; nb. 52; (2003); p. 9283 - 9285, View in Reaxys

Tab.2.col.2 run 4

Parra, Margarita; Sotoca, Enrique; Gil, Salvador; European Journal of Organic Chemistry; nb. 8; (2003); p. 1386 - 1388, View in Reaxys

5 R2=3,4OCH2OC6H3 R3=H

Shi, Daqing; Rong, Liangce; Wang, Juxian; Zhuang, Qiya; Wang, Xiangshan; Hu, Hongwen; Tetrahedron Letters; vol. 44; nb. 15; (2003); p. 3199 - 3201, View in Reaxys

1, t.1, entry 4

Ma, Yan-Ran; Jin, Tong-Shou; Shi, Sheng-Xun; Li, Tong-Shuang; Synthetic Communications; vol. 33; nb. 12; (2003); p. 2103 - 2108, View in Reaxys

5, P1=3,4(OCH2O)-Ph

Lam, Patrick Y. S.; Adams, Jessica J.; Clark, Charles G.; Calhoun, W. Jason; Luettgen, Joseph M.; Knabb, Robert M.; Wexler, Ruth R.; Bioorganic and Medicinal Chemistry Letters; vol. 13; nb. 10; (2003); p. 1795 - 1799, View in Reaxys

tab2, entry4, product

Kawabata, Tomonori; Kato, Masaki; Mizugaki, Tomoo; Ebitani, Kohki; Kaneda, Kiyotomi; Chemistry Letters; vol. 32; nb. 7; (2003); p. 648 - 649, View in Reaxys

15b

Lu, Min; Fedoryak, Olesya D.; Moister, Brent R.; Dore, Timothy M.; Organic Letters; vol. 5; nb. 12; (2003); p. 2119 - 2122, View in Reaxys

1, Mogilaiah; Prashanthi; Reddy, G. Randheer; Reddy, Ch. Srinivas; Reddy, N. Vasudeva; Synthetic ComAr=3,4(OCH2O)C munications; vol. 33; nb. 13; (2003); p. 2309 - 2312, View in Reaxys 6H3 3,4-(OCH2O)C6H3CHO

Mitra, Alok Kumar; Banerjee, Krishna; Synlett; nb. 10; (2003); p. 1509 - 1511, View in Reaxys

Tab.1, entry 9, prod.

Krishnaveni, N. Srilakshmi; Surendra; Nageswar; Rao, K. Rama; Synthesis; nb. 13; (2003); p. 1968 1970, View in Reaxys

educt of 4e

Kramer, Beate; Froehlich, Roland; Waldvogel, Siegfried R.; European Journal of Organic Chemistry; nb. 18; (2003); p. 3549 - 3554, View in Reaxys

educt (tab1 run6,14)

Zhang, Ze; Dong, Ya-Wei; Wang, Guan-Wu; Chemistry Letters; vol. 32; nb. 10; (2003); p. 966 - 967, View in Reaxys

Table 1. substrate Srinivas; Mahender; Das, Biswanath; Chemistry Letters; vol. 32; nb. 8; (2003); p. 738 - 739, 7 View in Reaxys 8 (R = 3,4-OCH2-O-)

Holla, B. Shivarama; Veerendra; Shivananda; Kumari, N. Sucheta; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 42; nb. 8; (2003); p. 2010 - 2014, View in Reaxys

1h/1o

Jin, Tong-Shou; Xiao, Jin-Chong; Wang, Su-Juan; Li, Tong-Shuang; Song, Xin-Ru; Synlett; nb. 13; (2003); p. 2001 - 2004, View in Reaxys

prod., Tab. 1, entry 5

Karthikeyan, Ganesan; Perumal, Paramasivan T.; Synlett; nb. 14; (2003); p. 2249 - 2251, View in Reaxys

Tab. 1, Entry 12, Prod.

Krishnaveni, N. Srilakshmi; Surendra, K.; Nageswar, Y. V. D.; Rao, K. Rama; Synthesis; nb. 15; (2003); p. 2295 - 2297, View in Reaxys

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2016-07-07 15:15:40

t.2, product, entry 6

Salehi; Khodaei; Yazdanipoor; Polish Journal of Chemistry; vol. 77; nb. 10; (2003); p. 1281 - 1286, View in Reaxys

Mall, Raghao S.; Papalkar, Abhijit S.; Journal of Chemical Research, Miniprint; nb. 10; (2003); p. 1001 1013, View in Reaxys

2 (R=3,4Shi, Daqing; Wang, Juxian; Rong, Liangce; Zhuang, Qiya; Tu, Shujiang; Hu, Hongwen; Journal of OCH2OPh,R2=H) Chemical Research - Part S; nb. 10; (2003); p. 671 - 673, View in Reaxys 1 (R1=3,4(OCH2O)C6H3

Jin, Tong-Shou; Feng, Guo-Liang; Yang, Mi-Na; Li, Tong-Shuang; Journal of Chemical Research - Part S; nb. 9; (2003); p. 591 - 593, View in Reaxys

MDB

Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys

tab. 2/4, carb. comp.

Zha, Zhenggen; Xie, Zhen; Zhou, Cunliu; Chang, Mingxin; Wang, Zhiyong; New Journal of Chemistry; vol. 27; nb. 9; (2003); p. 1297 - 1300, View in Reaxys

Guiso, Marcella; Bianco, Armandodoriano; Marra, Carolina; Cavarischia, Claudia; European Journal of Organic Chemistry; nb. 17; (2003); p. 3407 - 3411, View in Reaxys

3,4-(OCH2O-)C6H3C HO

Gardiner, John M.; Crewe, Philip D.; Smith, Gillian E.; Veal, Kenneth T.; Chemical Communications; nb. 5; (2003); p. 618 - 619, View in Reaxys

Crosby, Stuart R.; Harding, John R.; King, Clare D.; Parker, Gregory D.; Willis, Christine L.; Organic Letters; vol. 4; nb. 4; (2002); p. 577 - 580, View in Reaxys; Smitha; Reddy, Ch. Sanjeeva; Tetrahedron; vol. 59; nb. 48; (2003); p. 9571 - 9576, View in Reaxys

Rosania, Gustavo R.; Lee, Jae Wook; Ding, Liang; Yoon, Hai-Shin; Chang, Young-Tae; Journal of the American Chemical Society; vol. 125; nb. 5; (2003); p. 1130 - 1131, View in Reaxys

11a

Jiang, Weiqin; Sui, Zhihua; Macielag, Mark J.; Walsh, Shawn P.; Fiordeliso, James J.; Lanter, James C.; Guan, Jihua; Qiu, Yuhong; Kraft, Patricia; Bhattacharjee, Sheela; Craig, Elizabeth; Haynes-Johnson, Donna; John, T. Matthew; Clancy, Joanna; Journal of Medicinal Chemistry; vol. 46; nb. 3; (2003); p. 441 - 444, View in Reaxys

3,4(CH2O2)C6H3CHO

Das, Biswanath; Madhusudhan; Venkataiah; Synlett; nb. 10; (1999); p. 1569 - 1570, View in Reaxys; Srinivas; Reddy, E. Bolla; Das, Biswanath; Synlett; nb. 4; (2002); p. 625 - 627, View in Reaxys

aldehyde to IIf

Kozlov; Yakubovich; Russian Journal of Organic Chemistry; vol. 38; nb. 1; (2002); p. 59 - 62, View in Reaxys

3,4CH2O2C6H3CH O

Awad, Enas M.; Elwan, Nehal M.; Hassaneen, Hamdi M.; Linden, Anthony; Heimgartner, Heinz; Helvetica Chimica Acta; vol. 85; nb. 1; (2002); p. 320 - 332, View in Reaxys

piperonyl-CHO

Enders, Dieter; Lausberg, Vivien; Del Signore, Giuseppe; Berner, Otto Mathias; Synthesis; nb. 4; (2002); p. 515 - 522, View in Reaxys

1d/1j

Kamal, Ahmed; Chouhan, Gagan; Synlett; nb. 3; (2002); p. 474 - 476, View in Reaxys

educt to 17

Bourry, Anne; Pitard, Franck; Rigo, Benoit; Sanz, Gerard; Camus, Fabrice; Norberg, Bernadette; Durant, Francois; Couturier, Daniel; Journal of Heterocyclic Chemistry; vol. 39; nb. 1; (2002); p. 109 - 118, View in Reaxys

1, R1=3,4(OCH2O)-C6H3

Jin, Tongshou; Zhang, Suling; Li, Tongshuang; Synthetic Communications; vol. 32; nb. 12; (2002); p. 1847 - 1851, View in Reaxys

37a

Flanagan, Stuart R; Harrowven, David C; Bradley, Mark; Tetrahedron; vol. 58; nb. 30; (2002); p. 5989 6001, View in Reaxys

3,4Wehner, Volkmar; Blum, Horst; Kurz, Michael; Stilz, Hans Ulrich; Synthesis; nb. 14; (2002); p. 2023 (OCH2O)2C6H3C 2036, View in Reaxys HO Tab.1, entry 4, substr.

Roy, Subhas Chandra; Banerjee, Biplab; Synlett; nb. 10; (2002); p. 1677 - 1678, View in Reaxys

aldehyde to 4d

Yadav; Reddy; Shesha Rao; Tetrahedron Letters; vol. 43; nb. 35; (2002); p. 6245 - 6247, View in Reaxys

4 R2,R3=Turan-Zitouni; Kaplancikli; Kilic; Erol; Bollettino Chimico Farmaceutico; vol. 141; nb. 3; (2002); p. 192 OCH2O-,R1=R4= 196, View in Reaxys H XV

Kozlov; Basalayeva; Tychinskaya; Russian Journal of Organic Chemistry; vol. 38; nb. 8; (2002); p. 1166 1170, View in Reaxys

29/193

2016-07-07 15:15:40

T.1., aldehyde b

Silveira, Claudio C.; Santos, Paulo Cesar S.; Braga, Antonio L.; Tetrahedron Letters; vol. 43; nb. 42; (2002); p. 7517 - 7520, View in Reaxys

tab. 2, entry 7, prod.

Schultz, Mitchell J.; Park, Candice C.; Sigman, Matthew S.; Chemical Communications; nb. 24; (2002); p. 3034 - 3035, View in Reaxys

Substrate, Tab.2, run 3

Wang, Zhiyong; Yuan, Shizhen; Li, Chao-Jun; Tetrahedron Letters; vol. 43; nb. 29; (2002); p. 5097 - 5099, View in Reaxys

aldehyde,tab. 1,entry 6

Lee, Adam Shih-Yuan; Chang, Yu-Ting; Wang, Shu-Huei; Chu, Shu-Fang; Tetrahedron Letters; vol. 43; nb. 47; (2002); p. 8489 - 8492, View in Reaxys

ArCHO, f

Soldatenkov; Soldatova; Ryashentseva; Ntaganda; Zvolinskii; Smirnova; Kharlamova; Russian Chemical Bulletin; vol. 51; nb. 11; (2002); p. 2116 - 2120, View in Reaxys

2. educt to 3

Takemoto, Masumi; Matsuoka, Yuki; Tanaka, Kiyoshi; Achiwa, Kazuo; Stoynov, Nikolay; Kutney, James Peter; Heterocycles; vol. 56; nb. 1-2; (2002); p. 227 - 234, View in Reaxys

Hoarau, Christophe; Couture, Axel; Deniau, Eric; Grandclaudon, Pierre; European Journal of Organic Chemistry; nb. 13; (2001); p. 2559 - 2567, View in Reaxys; Ohno, Hiroaki; Miyamura, Kumiko; Tanaka, Tetsuaki; Oishi, Shinya; Toda, Ayako; Takemoto, Yoshiji; Fujii, Nobutaka; Ibuka, Toshiro; Journal of Organic Chemistry; vol. 67; nb. 4; (2002); p. 1359 - 1367, View in Reaxys

12f

Linares; Sanchez; Alajarin; Vaquero; Alvarez-Builla; Synthesis; nb. 3; (2001); p. 382 - 388, View in Reaxys; Liu, Hong; Ji, Ming; Luo, Xiaomin; Shen, Jianhua; Huang, Xiaoqin; Hua, Weiyi; Jiang, Hualiang; Chen, Kaixian; Journal of Medicinal Chemistry; vol. 45; nb. 14; (2002); p. 2953 - 2969, View in Reaxys

(D)

Patent; Symyx Technologies, Inc.; US6350916; (2002); (B1) English, View in Reaxys

Substr., Tab.1, run 13

Lee, Ji Hee; Lee, Seung Hwan; Yoon, Cheol Min; Tetrahedron Letters; vol. 43; nb. 15; (2002); p. 2699 2703, View in Reaxys

educt to 11

Mizufune, Hideya; Nakamura, Minoru; Mitsudera, Hiroyuki; Tetrahedron Letters; vol. 42; nb. 3; (2001); p. 437 - 439, View in Reaxys

aldehyde, entry c

Yadav; Subba Reddy; Madhuri; Sabitha; Chemistry Letters; nb. 1; (2001); p. 18 - 19, View in Reaxys

Ar'CHO A'=3,4CHO2Ph

Khodair, Ahmed I.; Carbohydrate Research; vol. 331; nb. 4; (2001); p. 445 - 453, View in Reaxys

20b

Moreno; Tellitu; Etayo; SanMartin; Dominguez; Tetrahedron; vol. 57; nb. 25; (2001); p. 5403 - 5411, View in Reaxys

Tab., entry b, aldehyde

Yadav; Subba Reddy; Murthy; Kumar; Madan; Synthesis; nb. 5; (2001); p. 783 - 787, View in Reaxys

aldehyde T. 1., e. 7

Chandrasekhar; Prakash, S. Jaya; Jagadeshwar; Narsihmulu, Ch; Tetrahedron Letters; vol. 42; nb. 32; (2001); p. 5561 - 5563, View in Reaxys

IIIu

Kozlov; Basalaeva; Russian Journal of General Chemistry; vol. 71; nb. 2; (2001); p. 250 - 256, View in Reaxys

table, entry c

Ramalingam; Srinivas; Subba Reddy; Yadav; Synthetic Communications; vol. 31; nb. 7; (2001); p. 1091 1095, View in Reaxys

III

Simsek; Safak; Erol; Sirmaguel; Pharmazie; vol. 56; nb. 8; (2001); p. 665 - 666, View in Reaxys

1d, 3,4(OCH2O)C6H3

Tu; Zhou; Cai; Wang; Feng; Synthetic Communications; vol. 31; nb. 24; (2001); p. 3729 - 3733, View in Reaxys

11, Table 5, entry 28

Nagayama; Shimizu; Yamamoto; Bulletin of the Chemical Society of Japan; vol. 74; nb. 10; (2001); p. 1803 - 1815, View in Reaxys

ArCHO,Ar=3,4(O CH2O)C6H3

Mogilaiah; Reddy; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 40; nb. 9; (2001); p. 839 - 841, View in Reaxys

4,R1-R2=OCH2O Gavai; Sher; Mikkilineni; Poss; McCann; Girotra; Fisher; Wu; Bednarz; Mathur; Wang; Sun; Slusarchyk; Skwish; Allen; Hillyer; Frohlich; Abboa-Offei; Cap; Waldron; George; Tesfamariam; Harper; Ciosek Jr.; Young; Dickinson; Seymour; Arbeeny; Washburn; Bioorganic and Medicinal Chemistry Letters; vol. 11; nb. 23; (2001); p. 3041 - 3044, View in Reaxys IVf

Gres'ko; Smolyar; Yutilov; Russian Journal of Organic Chemistry; vol. 37; nb. 7; (2001); p. 1026 - 1029, View in Reaxys

Singh, Rajendra P.; Chakraborty, Debashis; Shreeve, Jean'Ne M.; Journal of Fluorine Chemistry; vol. 111; nb. 2; (2001); p. 153 - 160, View in Reaxys

30/193

2016-07-07 15:15:40

aldehyde to XXXVII

Gusak; Tereshko; Kozlov; Russian Journal of Organic Chemistry; vol. 37; nb. 10; (2001); p. 1495 - 1502, View in Reaxys

24a

Hirano; Osawa; Yamaoka; Yokoi; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1277 1281, View in Reaxys

aldehyde for 4bb

Datta; Yau; Hooper; Yvon; Charlton; Journal of Organic Chemistry; vol. 66; nb. 25; (2001); p. 8606 - 8611, View in Reaxys

aldehyde, Tab. 1, run 2

Ito, Yoshihiko; Higuchi, Noriko; Murakami, Masahiro; Heterocycles; vol. 52; nb. 1; (2000); p. 91 - 93, View in Reaxys

2, R2=3,4(OCH2O)-C6H3

Lu, Jun; Ma, Huairang; Synlett; nb. 1; (2000); p. 63 - 64, View in Reaxys; Lu; Bai; Wang; Yang; Ma; Tetrahedron Letters; vol. 41; nb. 47; (2000); p. 9075 - 9078, View in Reaxys

educt to 1

Jiaang, Weir-Torn; Wang, Chih-Liang; Tseng, Albert; Chen, Shui-Tein; Heterocycles; vol. 53; nb. 7; (2000); p. 1569 - 1572, View in Reaxys

aldehyde, T.1, en- Satoh, Tsuyoshi; Kubota, Ko-Ichi; Tetrahedron Letters; vol. 41; nb. 13; (2000); p. 2121 - 2124, try 9 View in Reaxys k

Vicini, Paola; Fisicaro, Emilia; Lugari, Maria Teresa; Archiv der Pharmazie; vol. 333; nb. 5; (2000); p. 135 - 144, View in Reaxys

ArCHO Santa Deepthi; Sahadeva Reddy; Reddy; Indian Journal of Chemistry - Section B Organic and Medicinal (Ar=OCH2OC6H3 Chemistry; vol. 39; nb. 3; (2000); p. 220 - 222, View in Reaxys ) Tab.1, substr., en- Yadav; Reddy, B. V. Subba; Srinivas; Ramalingam; Synlett; nb. 5; (2000); p. 701 - 703, View in Reaxys try i t.,product,entry 5

Singh; Sharma; Chhibber; Kaur; Kad; Synthetic Communications; vol. 30; nb. 21; (2000); p. 3941 - 3945, View in Reaxys

PPN

Lu, Chang-Sheng; Hu, Chuan-Jiang; Yu, Yan; Meng, Qing-Jin; Chemical and Pharmaceutical Bulletin; vol. 48; nb. 1; (2000); p. 56 - 59, View in Reaxys

1 (Table 1 Entry k)

Yadav; Reddy; Rao; Tetrahedron Letters; vol. 41; nb. 41; (2000); p. 7943 - 7946, View in Reaxys

3,4(CH2O2)C6H3-CHO

Das; Ramesh; Madhusudhan; Synlett; nb. 11; (2000); p. 1599 - 1600, View in Reaxys

3,4-CH2O2C6H3CHO

Bagrov; Russian Journal of Organic Chemistry; vol. 36; nb. 9; (2000); p. 1316 - 1320, View in Reaxys

product, t.II, entry 3

xxx; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 39; nb. 11; (2000); p. 863 - 866, View in Reaxys

Table 1, entry 12

Yang, Xiao-Wu; Sheng, Jian-Heng; Da, Chao-Shan; Wang, Heng-Shan; Su, Wu; Wang, Rui; Chan, Albert S. C.; Journal of Organic Chemistry; vol. 65; nb. 2; (2000); p. 295 - 296, View in Reaxys

129

Nicolaou; Pfefferkorn; Roecker; Cao; Barluenga; Mitchell; Journal of the American Chemical Society; vol. 122; nb. 41; (2000); p. 9939 - 9953, View in Reaxys

14R

Sarma, Jagarlapudi A.R.P.; Nagaraju, Akula; Majumdar, Kanak K.; Samuel, Purnima M.; Das, Indira; Roy, Sujit; McGhie, Alistair J.; Journal of the Chemical Society. Perkin Transactions 2; nb. 6; (2000); p. 1119 - 1123, View in Reaxys

ald. for 21e

Paredes; Alonso; Journal of Organic Chemistry; vol. 65; nb. 8; (2000); p. 2292 - 2304, View in Reaxys

16c

Angle, Steven R.; Neitzel, Martin L.; Journal of Organic Chemistry; vol. 65; nb. 20; (2000); p. 6458 - 6461, View in Reaxys

3,4-OCh2OC6H3CHO

Nagamatsu, Tomohisa; Fujita, Takayuki; Endo, Kazuki; Journal of the Chemical Society, Perkin Transactions 1; nb. 1; (2000); p. 33 - 42, View in Reaxys

Ar=e

Kamal, Marwan R.; El-Abadelah, Mustafa M.; Mohammad, Amer A.; Meier, Herbert; Heterocycles; vol. 50; nb. 2; (1999); p. 819 - 832, View in Reaxys

21e

Schwarz, Matthias K.; Tumelty, David; Gallop, Mark A.; Journal of Organic Chemistry; vol. 64; nb. 7; (1999); p. 2219 - 2231, View in Reaxys

Aldehyde, entry 8

Falck; Barma; Mioskowski, Charles; Schlama, Thierry; Tetrahedron Letters; vol. 40; nb. 11; (1999); p. 2091 - 2094, View in Reaxys

educt to 2g

Kiselyov, Alexander S.; Dominguez, Celia; Tetrahedron Letters; vol. 40; nb. 28; (1999); p. 5111 - 5114, View in Reaxys

31/193

2016-07-07 15:15:40

ArCHO to compound 13

Altas, Yesim; Safak, Cihat; Batu, Oezlem S.; Erol, Kevser; Arzneimittel-Forschung/Drug Research; vol. 49; nb. 10; (1999); p. 824 - 829, View in Reaxys

ArCHO, g, R1,R2=OCH2O

Soldatenkov; Ntaganda; Soldatova; Alarkon; Anisimov; Golovtsov; Chemistry of Heterocyclic Compounds; vol. 35; nb. 6; (1999); p. 699 - 702, View in Reaxys

k,RCHO,R=3,4(O CH2O)C6H3

Desenko; Getmanskii; Chernenko; Zemlin; Shishkin; Orlov; Chemistry of Heterocyclic Compounds; vol. 35; nb. 6; (1999); p. 716 - 721, View in Reaxys

(Table 1, Entry 6)

Lee, Adam Shih-Yuan; Wu, Chen-Wen; Tetrahedron; vol. 55; nb. 43; (1999); p. 12531 - 12542, View in Reaxys

Table 1, entry 2

Stergiades, Ioanna A.; Tius, Marcus A.; Journal of Organic Chemistry; vol. 64; nb. 20; (1999); p. 7547 7551, View in Reaxys

ArCHO; Ar=c

Rozhkov, Vladimir V.; Kuvshinov, Alexander M.; Gulevskaya, Valentina I.; Chervin, Ivan I.; Shevelev, Svyatoslav A.; Synthesis; nb. 12; (1999); p. 2065 - 2070, View in Reaxys

sch.II, ald.c

Kumar; Rajendra Prasad; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 38; nb. 5; (1999); p. 583 - 589, View in Reaxys

educt to 6g

Nunns, Claire L.; Spence, Lee A.; Slater, Martin J.; Berrisford, David J.; Tetrahedron Letters; vol. 40; nb. 52; (1999); p. 9341 - 9345, View in Reaxys

R2CHO (A), Scheme 4

Creswell, Mark W.; Bolton, Gary L.; Hodges, John C.; Meppen, Malte; Tetrahedron; vol. 54; nb. 16; (1998); p. 3983 - 3998, View in Reaxys

Table 3, Entry 4

Mohammadpoor-Baltork, Iraj; Hajipour, Abdol Reza; Mohammadi, Hasan; Bulletin of the Chemical Society of Japan; vol. 71; nb. 7; (1998); p. 1649 - 1653, View in Reaxys

Tab.1, entry 4

Pagenkopf, Brian L.; Carreira, Erick M.; Tetrahedron Letters; vol. 39; nb. 52; (1998); p. 9593 - 9596, View in Reaxys

CXXI

Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys

entry 28, prod.

Baltork, I. Mohammadpoor; Sadeghi, M. M.; Mahmoodi, N.; Kharamesh, B.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 36; nb. 5; (1997); p. 438 - 441, View in Reaxys

Patent-Specific Data (24) Prophetic ComLocation in Patent References pound Patent; BIOLAB SANUS FARMACEUTICA LTDA; De Nucci, Gilberto; (25 pag.); US2016/75702; (2016); (A1) English, View in Reaxys Page/Page column

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US2015/11621; (2015); (A1) English, View in Reaxys; Patent; Lu, Hongtao; Wang, Rong; US2015/80380; (2015); (A1) English, View in Reaxys Patent; FIRMENICH SA; INDRADAS, Brenda; VIRTUCIO, Gilbert; WOMACK, Gary; WO2014/180782; (2014); (A1) English, View in Reaxys Patent; FIRMENICH SA; Santoro, Francesco; Saudan, Lionel; Saudan, Christophe; US2013/274487; (2013); (A1) English, View in Reaxys Patent; FIRMENICH SA; SANTORO, Francesco; SAUDAN, Lionel; SAUDAN, Michel, Alfred, Joseph; SAUDAN, Sylvia, Joyeuse, Adelaide; WO2012/84810; (2012); (A1) English, View in Reaxys Patent; Ube Industries, Ltd.; EP2351728; (2011); (A1) English, View in Reaxys Patent; TAKASAGO INTERNATIONAL CORPORATION; US2011/201819; (2011); (A1) English, View in Reaxys Patent; Takasago International Corporation; EP2377841; (2011); (A1) English, View in Reaxys Patent; Hybrigenics S.A.; EP2208725; (2010); (A1) English, View in Reaxys Patent; GIVAUDAN SA; WO2008/71027; (2008); (A1) English, View in Reaxys Patent; ENDURA S.P.A.; WO2007/12641; (2007); (A1) English, View in Reaxys Patent; GIVAUDAN SA; WO2007/71089; (2007); (A1) English, View in Reaxys Patent; ENDURA S.P.A.; WO2005/42512; (2005); (A1) English, View in Reaxys Patent; ACTELION PHARMACEUTICALS LTD; WO2005/54215; (2005); (A1) English, View in Reaxys Patent; Sumitomo Chemical Company, Limited; EP1609776; (2005); (A1) English, View in Reaxys Patent; FORSKARPATENT I SYD AB; WO2004/2224; (2004); (A1) English, View in Reaxys Patent; Choongwae Pharma Co., Ltd.; EP1073428; (2004); (B1) English, View in Reaxys Patent; Orme, Mark W.; Sawyer, Jason Scott; Schultze, Lisa M; US2003/207867; (2003); (A1) English, View in Reaxys Patent; Roh, Ho Sik; Kim, Su Nam; Kim, Bae Hwan; Lee, Hae Kwang; Kim, Duck Hee; Chang, Ih Seop; Lee, Ok Sub; US2003/236299; (2003); (A1) English, View in Reaxys Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; EP1182192; (2002); (A1) English, View in Reaxys Patent; Symyx Technologies, Inc.; US6350916; (2002); (B1) English, View in Reaxys Patent; Otsuka Pharmaceutical Factory, Inc.; US6372749; (2002); (B1) English, View in Reaxys Patent; ELI LILLY AND COMPANY; EP1266897; (2002); (A2) English, View in Reaxys prophetic product

Derivative (8) Comment (Derivative)

Patent; Sandoz, Inc.; US3932430; (1976); (A1) English, View in Reaxys; Patent; Smith Kline and French Laboratories Limited; US4185103; (1980); (A1) English, View in Reaxys; Patent; The Hilton-Davis Chemical Co.; US4595768; (1986); (A1) English, View in Reaxys; Patent; Syntex U.S.A. Inc.; US5716954; (1998); (A1) English, View in Reaxys; Patent; Ethyl Corporation; US4837327; (1989); (A1) English, View in Reaxys References

quantit. Mikrobest. als Oxim in nichtwaessrigem Medium

Belcher; Fleet; Journal of the Chemical Society; (1963); p. 5720,5722, View in Reaxys

Mikrooximierg.

Berret; Bulletin de la Societe Chimique de France; (1960); p. 274, View in Reaxys

1,5-dimethyl-2phenyl-4-pipero-

Manns; Pfeifer; Microchimica Acta; (1958); p. 630,634, View in Reaxys

33/193

2016-07-07 15:15:40

nylidenamino-1,2dihydro-pyrazol-3one 2-benzo<1,3>diBillman et al.; Journal of Organic Chemistry; vol. 22; (1957); p. 538, View in Reaxys oxol-5-yl-1,3-bis<4-chloro-benzyl>-imidazolidine (mp: 107 degree ) 4-<4-bromo-phenyl>-thiosemicarbazone (mp: 211 degree )

Tisler; Zeitschrift fuer Analytische Chemie; vol. 151; (1956); p. 187,189, View in Reaxys

2-benzo<1,3>dioxol-5-yl-1,3-diphenyl-imidazolidine (mp: 159 degree )

Wanzlick; Loechel; Chemische Berichte; vol. 86; (1953); p. 1463,1465, View in Reaxys

benzo<1,3>dioxol-5-yl-bis-<2,6dioxo-cyclohexyl>-methane (mp: 212 degree )

King; Felton; Journal of the Chemical Society; (1948); p. 1371, View in Reaxys

5-benzo<1,3>diHenze; Speer; Journal of the American Chemical Society; vol. 64; (1942); p. 522, View in Reaxys oxol-5-yl-imidazolidine-2,4-dione (mp: 207 degree ) Melting Point (31) 1 of 31

Melting Point [°C]

Location

supporting information

Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 - 216, View in Reaxys 2 of 31

Melting Point [°C]

36 - 37

Zhao, Hong; Chen, Qiurong; Wei, Li; Jiang, Yuanyuan; Cai, Mingzhong; Tetrahedron; vol. 71; nb. 46; (2015); p. 8725 - 8731; Art.No: 27151, View in Reaxys 3 of 31

Melting Point [°C]

35 - 37

Location

supporting information

Zhu, Yingguang; Zhao, Baoguo; Shi, Yian; Organic Letters; vol. 15; nb. 5; (2013); p. 992 - 995, View in Reaxys; Lipshutz; Hageman; Fennewald; Linstadt; Slack; Voigtritter; Chemical Communications; vol. 50; nb. 77; (2014); p. 11378 - 11381, View in Reaxys 4 of 31

Melting Point [°C]

37 - 39

Melting Point [°C]

34 - 36

Location

supporting information

Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun; Organic Letters; vol. 16; nb. 13; (2014); p. 3492 - 3495, View in Reaxys 6 of 31

Melting Point [°C]

35 - 37

Fernandes, Rodney A.; Bethi, Venkati; RSC Advances; vol. 4; nb. 76; (2014); p. 40561 - 40568, View in Reaxys 7 of 31

Melting Point [°C]

34.5 - 35

Kamimura, Akio; Komatsu, Hiroyuki; Moriyama, Takaaki; Nozaki, Yuichiro; Tetrahedron; vol. 69; nb. 29; (2013); p. 5968 - 5972, View in Reaxys 8 of 31

Melting Point [°C]

36 - 38

34/193

2016-07-07 15:15:40

Hu, Yu-Lin; Lu, Ming; Ge, Xiu-Tao; Journal of the Iranian Chemical Society; vol. 10; nb. 3; (2013); p. 453 - 460, View in Reaxys; Ganguly, Nemai C.; Nayek, Subhasis; Chandra, Sumanta; Journal of the Indian Chemical Society; vol. 90; nb. 10; (2013); p. 1695 - 1702, View in Reaxys 9 of 31

Melting Point [°C]

37 - 39

Location

supporting information

Tsuchiya, Daisuke; Moriyama, Katsuhiko; Togo, Hideo; Synlett; nb. 18; (2011); p. 2701 - 2704, View in Reaxys; Suzuki, Yusuke; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 23; nb. 8; (2012); p. 1250 1256, View in Reaxys 10 of 31

Melting Point [°C]

36 - 38

Ganguly, Nemai C.; Nayek, Subhasis; Barik, Sujoy Kumar; Journal of the Indian Chemical Society; vol. 88; nb. 2; (2011); p. 251 - 256, View in Reaxys; Majee, Adinath; Kundu, Shrishnu Kumar; Santra, Sougata; Hajra, Alakananda; Tetrahedron Letters; vol. 53; nb. 33; (2012); p. 4433 - 4435, View in Reaxys 11 of 31

Melting Point [°C]

30 - 31

Lu, Zi-Ming; Tu, Peng-Fei; Liang, Jun-Qing; Wang, Hong-Tao; Zhao, Shao-Hua; Zhang, Hao; Journal of Asian Natural Products Research; vol. 14; nb. 9; (2012); p. 873 - 876,4, View in Reaxys; Lu, Zi-Ming; Liang, Jun-Qing; Wang, Hong-Tao; Zhao, Shao-Hua; Zhang, Hao; Tu, Peng-Fei; Journal of Asian Natural Products Research; vol. 14; nb. 9; (2012); p. 873 - 876, View in Reaxys 12 of 31

Melting Point [°C]

36 - 37

Solvent (Melting Point)

ethyl acetate; benzine

Ganguly, Nemai C.; Mondal, Pallab; Synthetic Communications; vol. 41; nb. 16; (2011); p. 2374 - 2384, View in Reaxys 13 of 31

Melting Point [°C]

36 - 38

Solvent (Melting Point)

ethyl acetate; hexane

Hu, Yu Lin; Liu, Qi Fa; Lu, Ting Ting; Lu, Ming; Catalysis Communications; vol. 11; nb. 10; (2010); p. 923 - 927, View in Reaxys 14 of 31

Melting Point [°C]

35 - 37

Ganguly, Nemai C.; Nayek, Subhasis; Barik, Sujoy Kumar; Synthetic Communications; vol. 39; nb. 22; (2009); p. 4053 - 4061, View in Reaxys; Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys 15 of 31

Melting Point [°C]

37 - 38

Solvent (Melting Point)

ethyl acetate; light petroleum

Ganguly, Nemai C.; Barik, Sujoy Kumar; Synthesis; nb. 8; (2009); p. 1393 - 1399; Art.No: Z26708SS, View in Reaxys 16 of 31

Melting Point [°C]

35 - 38

Location

supporting information

Sharma, Upendra K.; Sharma, Nandini; Kumar, Rakesh; Kumar, Rajesh; Sinha, Arun K.; Organic Letters; vol. 11; nb. 21; (2009); p. 4846 - 4848, View in Reaxys 17 of 31

Melting Point [°C]

42 - 45

Patent; Nakatsu, Tetsuo; Kubota, Ichiro; US2007/166341; (2007); (A1) English, View in Reaxys 18 of 31

Melting Point [°C]

83 - 84

Lei, Ming; Hu, Rui-Jun; Wang, Yan-Guang; Tetrahedron; vol. 62; nb. 38; (2006); p. 8928 - 8932, View in Reaxys 19 of 31

Melting Point [°C]

36 - 37

Patent; University of Maryland; US7091238; (2006); (B1) English, View in Reaxys 20 of 31

Melting Point [°C]

35 - 37

Qian, Weixing; Jin, Erlei; Bao, Weiliang; Zhang, Yongmin; Angewandte Chemie - International Edition; vol. 44; nb. 6; (2005); p. 952 - 955, View in Reaxys 21 of 31

Melting Point [°C]

36 - 37

Li, Lingjun; Zhang, Xinying; Zhang, Guisheng; Qu, Guirong; Journal of Chemical Research; nb. 1; (2004); p. 39 40, View in Reaxys

35/193

2016-07-07 15:15:40

22 of 31

Melting Point [°C]

83 - 84

Surendra; Srilakshmi Krishnaveni; Arjun Reddy; Nageswar; Rama Rao; Journal of Organic Chemistry; vol. 68; nb. 5; (2003); p. 2058 - 2059, View in Reaxys 23 of 31

Melting Point [°C]

Trabert,C.H.; Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft; vol. 294; (1961); p. 246 - 254, View in Reaxys; Othmer; Zeitschrift fuer Anorganische und Allgemeine Chemie; vol. 91; (1915); p. 240, View in Reaxys; Senning; Lawesson; Arkiv foer Kemi; vol. 18; (1961); p. 95,98, View in Reaxys; Zhilina, Z. I.; Mel'nik, V. I.; Andronati, S. A.; Abramovich, A. E.; Journal of Organic Chemistry USSR (English Translation); vol. 25; nb. 5.2; (1989); p. 957 - 963; Zhurnal Organicheskoi Khimii; vol. 25; nb. 5; (1989); p. 1063 - 1070, View in Reaxys; El-Din, Ahmed Moukhtar Nour; Mourad, Aboul-Fetouh El-Said; Mekamer, Ramadan; Heterocycles; vol. 23; nb. 5; (1985); p. 1155 - 1160, View in Reaxys; Bhat, Neelima Balkrishen; Bhaduri, A. P.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 24; (1985); p. 1286 - 1287, View in Reaxys; Sarma, Jagarlapudi A.R.P.; Nagaraju, Akula; Majumdar, Kanak K.; Samuel, Purnima M.; Das, Indira; Roy, Sujit; McGhie, Alistair J.; Journal of the Chemical Society. Perkin Transactions 2; nb. 6; (2000); p. 1119 - 1123, View in Reaxys 24 of 31

Melting Point [°C]

35 - 38

Firouzabadi; Mostafavipoor; Bulletin of the Chemical Society of Japan; vol. 56; nb. 3; (1983); p. 914 - 917, View in Reaxys 25 of 31

Melting Point [°C]

Dallacker et al.; Monatshefte fuer Chemie; vol. 91; (1960); p. 1089,1096, View in Reaxys 26 of 31

Melting Point [°C]

36.5 - 37

Solvent (Melting Point)

ethanol

Eliseewa; Debizkaja; Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation); vol. 29; (1956); p. 1894; engl. Ausg. S. 2043, View in Reaxys 27 of 31

Melting Point [°C]

Solvent (Melting Point)

aq. ethanol

Schorygin et al.; Zhurnal Obshchei Khimii; vol. 8; (1938); p. 975,978; Chem. Zentralbl.; vol. 110; nb. I; (1939); p. 2178, View in Reaxys; Rutschinskii; Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation); vol. 7; (1934); p. 1113; Chem. Zentralbl.; vol. 107; nb. II; (1936); p. 2901, View in Reaxys 28 of 31

Melting Point [°C]

Solvent (Melting Point)

hexane

Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys 29 of 31

Melting Point [°C]

Solvent (Melting Point)

petroleum ether

Baker; Journal of the Chemical Society; (1931); p. 1765,1768, View in Reaxys 30 of 31

Melting Point [°C]

36.1

Helbing; Passmore; Jahresbericht ueber die Fortschritte der Chemie und Verwandter Theile Anderer Wissenschaften; (1895); p. 3051, View in Reaxys 31 of 31

Melting Point [°C]

Solvent (Melting Point)

H2O

Fittig; Mielck; Justus Liebigs Annalen der Chemie; vol. 152; (1869); p. 52,54; Justus Liebigs Annalen der Chemie; vol. 172; (1874); p. 140,152, View in Reaxys Boiling Point (11) Boiling Point [°C] Pressure (Boiling Point) [Torr] 261

Location

Comment (Boiling References Point)

supporting information

Bosco, A. John; Lawrence; Christopher; Radhakrishnan; Joseph Rosario, A. Arul; Raja; Vasudevan; Journal of Physical Organic Chemistry; vol. 28; nb. 9; (2015); p. 591 - 595, View in Reaxys

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2016-07-07 15:15:40

150

Mitra, Alok Kumar; Karchaudhuri, Nilay; De, Aparna; Journal of Chemical Research; nb. 3; (2004); p. 237 - 239, View in Reaxys

138

Kotsuki, Hiyoshizo; Datta, Probal Kanti; Suenaga, Hitoshi; Synthesis; nb. 4; (1996); p. 470 472, View in Reaxys

0.5

Feugeas; Bulletin de la Societe Chimique de France; (1964); p. 1892, View in Reaxys

142

Le Fevre; Northcott; Journal of the Chemical Society; (1949); p. 2374, View in Reaxys

144 - 145

Perkin; Journal of the Chemical Society; vol. 109; (1916); p. 828,831; Journal of the Chemical Society; vol. 115; (1919); p. 713, View in Reaxys

140

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys

139.4 - 139.6

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys

263

Fittig; Mielck; Justus Liebigs Annalen der Chemie; vol. 152; (1869); p. 52,54; Justus Liebigs Annalen der Chemie; vol. 172; (1874); p. 140,152, View in Reaxys

264

185

Decomposition.

v. Rechenberg,C.; Einfache und fraktionierte Destillation, 2- Aufl. <Miltitz 1923>, S. 301, View in Reaxys v. Rechenberg,C.; Einfache und fraktionierte Destillation, 2- Aufl. <Miltitz 1923>, S. 301, View in Reaxys

Density (3) 1 of 3

Density [g·cm-3]

1.2792

Reference Temperature [°C]

Measurement Temperature [°C]

43.2

Hartley; Linnell; Quarterly Journal of Pharmacy and Pharmacology; vol. 11; (1938); p. 714,720, View in Reaxys 2 of 3

Density [g·cm-3]

1.2672

Reference Temperature [°C]

Measurement Temperature [°C]

53.4

Hartley; Linnell; Quarterly Journal of Pharmacy and Pharmacology; vol. 11; (1938); p. 714,720, View in Reaxys 3 of 3

Density [g·cm-3]

1.265

Reference Temperature [°C]

Measurement Temperature [°C]

59.4

Hartley; Linnell; Quarterly Journal of Pharmacy and Pharmacology; vol. 11; (1938); p. 714,720, View in Reaxys Association (MCS) (1) 1 of 1

Description (Association IR spectrum of the complex (MCS)) Solvent (Association (MCS))

KBr

Partner (Association (MCS))

β-cyclodextrin

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Lu, Chang-Sheng; Hu, Chuan-Jiang; Yu, Yan; Meng, Qing-Jin; Chemical and Pharmaceutical Bulletin; vol. 48; nb. 1; (2000); p. 56 - 59, View in Reaxys Boundary Surface Phenomena (MCS) (1) 1 of 1

Description (Boundary Surface Phenomena (MCS))

Surface tension

Solvent (Boundary Surface Phenomena (MCS))

H2O

Temperature (Boundary Surface Phenomena (MCS)) [°C]

Edwards; Journal of the Chemical Society; vol. 127; (1925); p. 746, View in Reaxys Chromatographic Data (3) Chromatographic Location data

References

GC (Gas chroma- supporting infortography) mation

Walton, Mary C.; Yang, Yun-Fang; Hong, Xin; Houk; Overman, Larry E.; Organic Letters; vol. 17; nb. 24; (2015); p. 6166 - 6169, View in Reaxys

TLC (Thin layer chromatography)

Lipshutz; Hageman; Fennewald; Linstadt; Slack; Voigtritter; Chemical Communications; vol. 50; nb. 77; (2014); p. 11378 - 11381, View in Reaxys

supporting information

GC (Gas chromatography)

Nejia, Herzi; Severine, Camy; Jalloul, Bouajila; Mehrez, Romdhane; Stephane, Condoret Jean; Natural Product Research; vol. 27; nb. 19; (2013); p. 1795 - 1799, View in Reaxys

Conformation (1) Object of Investi- References gation Conformation

Karabatsos et al.; Journal of the American Chemical Society; vol. 85; (1963); p. 3886, View in Reaxys

Crystal Phase (1) Description (Crys- Comment (Crystal References tal Phase) Phase) Interplanar spacing

von krystallinem Piperonal.

Crystal Property Description (14) Colour & Other Location Properties white

colourless

Lewaschewitsch et al.; Trudy Dnepropetrovsk. chim.-technol. Inst.; nb. 4; (1955); p. 84,88; Chem.Abstr.; (1959); p. 9760, View in Reaxys; Tanaka; Muro; Pr. phys. math. Soc. Japan; vol. 17; (1935); p. 548,552, View in Reaxys References Kamimura, Akio; Komatsu, Hiroyuki; Moriyama, Takaaki; Nozaki, Yuichiro; Tetrahedron; vol. 69; nb. 29; (2013); p. 5968 - 5972, View in Reaxys; Hu, Yu-Lin; Lu, Ming; Ge, Xiu-Tao; Journal of the Iranian Chemical Society; vol. 10; nb. 3; (2013); p. 453 - 460, View in Reaxys; Tabata, Masayuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 16; (2014); p. 3402 - 3410, View in Reaxys; Luo, Yin; Zhou, Yang; Fu, Jie; Zhu, Hai-Liang; RSC Advances; vol. 4; nb. 45; (2014); p. 23904 - 23913, View in Reaxys; Fernandes, Rodney A.; Bethi, Venkati; RSC Advances; vol. 4; nb. 76; (2014); p. 40561 - 40568, View in Reaxys; Gao, Jun; Ren, Zhi-Gang; Lang, Jian-Ping; Journal of Organometallic Chemistry; vol. 792; (2015); p. 88 - 92; Art.No: 18908, View in Reaxys; Sun, Zhi-Gang; Zhou, Xiao-Jing; Zhu, Ming-Li; Ding, Wen-Ze; Li, Zhen; Zhu, Hai-Liang; Chemical and Pharmaceutical Bulletin; vol. 63; nb. 8; (2015); p. 603 - 607, View in Reaxys; Wang, Fang; Wang, Xue; Zhang, Min-Xia; Yang, Yong-Hua; Zhu, Hai-Liang; RSC Advances; vol. 5; nb. 91; (2015); p. 74425 74437, View in Reaxys; Zhao, Hong; Chen, Qiurong; Wei, Li; Jiang, Yuanyuan; Cai, Mingzhong; Tetrahedron; vol. 71; nb. 46; (2015); p. 8725 - 8731; Art.No: 27151, View in Reaxys

supporting information

Bhattacharjya, Anish; Klumphu, Piyatida; Lipshutz, Bruce H.; Organic Letters; vol. 17; nb. 5; (2015); p. 1122 - 1125, View in Reaxys; Natte, Kishore; Dumrath, Andreas; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 53; nb. 38; (2014); p. 10090 - 10094; Angew. Chem.; vol. 126; nb. 38; (2015); p. 10254 10258,5, View in Reaxys; Iqbal, Naeem; Cho, Eun Jin; Advanced Synthesis and Catalysis; vol. 357; nb. 10; (2015); p. 2187 - 2192, View in Reaxys; Bosco, A. John; Lawrence; Christopher; Radhakrishnan; Joseph Rosario, A. Arul; Raja; Vasudevan; Journal of Physical Organic Chemistry; vol. 28; nb. 9; (2015); p. 591 - 595, View in Reaxys

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brown

Qin, Ya-Juan; Li, Yu-jing; Jiang, Ai-Qin; Yang, Meng-Ru; Zhu, Qi-Zhang; Dong, Hong; Zhu, Hai-Liang; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 447 - 457; Art.No: 7740, View in Reaxys

white

supporting information

Luo, Yin; Zhang, Shuai; Qiu, Ke-Ming; Liu, Zhi-Jun; Yang, Yu-Shun; Fu, Jie; Zhong, Wei-Qing; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 23; nb. 4; (2013); p. 1091 - 1095, View in Reaxys; Zhu, Yingguang; Zhao, Baoguo; Shi, Yian; Organic Letters; vol. 15; nb. 5; (2013); p. 992 - 995, View in Reaxys; Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun; Organic Letters; vol. 16; nb. 13; (2014); p. 3492 - 3495, View in Reaxys; Lipshutz; Hageman; Fennewald; Linstadt; Slack; Voigtritter; Chemical Communications; vol. 50; nb. 77; (2014); p. 11378 - 11381, View in Reaxys

yellow

supporting information

Xiong, Ya-Ping; Wu, Ming-Yue; Zhang, Xiang-Yu; Ma, Can-Liang; Huang, Lin; Zhao, Li-Jiao; Tan, Bin; Liu, Xin-Yuan; Organic Letters; vol. 16; nb. 3; (2014); p. 1000 - 1003, View in Reaxys

white

Page/Page column 160

yellow

Paragraph 0181

colourless

Lu, Zi-Ming; Tu, Peng-Fei; Liang, Jun-Qing; Wang, Hong-Tao; Zhao, Shao-Hua; Zhang, Hao; Journal of Asian Natural Products Research; vol. 14; nb. 9; (2012); p. 873 876,4, View in Reaxys; Lu, Zi-Ming; Liang, Jun-Qing; Wang, Hong-Tao; Zhao, ShaoHua; Zhang, Hao; Tu, Peng-Fei; Journal of Asian Natural Products Research; vol. 14; nb. 9; (2012); p. 873 - 876, View in Reaxys; Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori; Tetrahedron; vol. 69; nb. 44; (2013); p. 9192 - 9199, View in Reaxys

yellow

Sharma, Upendra K.; Sood, Swati; Sharma, Nandini; Rahi, Praveen; Kumar, Rakesh; Sinha, Arun K.; Gulati, Arvind; Medicinal Chemistry Research; vol. 22; nb. 11; (2013); p. 5129 - 5140, View in Reaxys

white

Patent; University of Maryland; US7091238; (2006); (B1) English, View in Reaxys; Hu, Yu Lin; Liu, Qi Fa; Lu, Ting Ting; Lu, Ming; Catalysis Communications; vol. 11; nb. 10; (2010); p. 923 - 927, View in Reaxys; Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys; Majee, Adinath; Kundu, Shrishnu Kumar; Santra, Sougata; Hajra, Alakananda; Tetrahedron Letters; vol. 53; nb. 33; (2012); p. 4433 - 4435, View in Reaxys

white

supporting information

yellow

Sharma, Upendra K.; Sharma, Nandini; Kumar, Rakesh; Kumar, Rajesh; Sinha, Arun K.; Organic Letters; vol. 11; nb. 21; (2009); p. 4846 - 4848, View in Reaxys; Dakdouki, Saada C.; Villemin, Didier; Bar, Nathalie; European Journal of Organic Chemistry; nb. 4; (2012); p. 780 - 784, View in Reaxys Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys; Shingala, Shailesh D.; Venkateswar Reddy; Sateesh Chandra Kumar; Ashok Yadav; Suresh Babu; Journal of Asian Natural Products Research; vol. 13; nb. 2; (2011); p. 128 - 135, View in Reaxys

Page/Page column 12

light-yellow

Patent; Hybrigenics S.A.; EP2208725; (2010); (A1) English, View in Reaxys Patent; Symyx Technologies, Inc.; US6350916; (2002); (B1) English, View in Reaxys; Guram, Anil S.; Bei, Xiaohong; Turner, Howard W.; Organic Letters; vol. 5; nb. 14; (2003); p. 2485 - 2487, View in Reaxys; Bei, Xiaohong; Hagemeyer, Alfred; Volpe, Anthony; Saxton, Robert; Turner, Howard; Guram, Anil S.; Journal of Organic Chemistry; vol. 69; nb. 25; (2004); p. 8626 - 8633, View in Reaxys

Electrical Moment (2) 1 of 2

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

3.45

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Method (Electrical Moment)

Dielectric constant (ε)

Holleck; Marsen; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 57; (1953); p. 944,954, View in Reaxys 2 of 2

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

3.49

Method (Electrical Moment)

Dielectric constant (ε)

Solvent (Electrical Moment)

benzene

Le Fevre; Northcott; Journal of the Chemical Society; (1949); p. 2374, View in Reaxys Electrochemical Characteristics (4) 1 of 4

Description (Electrochemical Characteristics)

oxidation potential

Solvent (Electrochemical Characteristics)

FSO3H / SbF5

Temperature (Electrochemical Characteristics) [°C]

-76

Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys 2 of 4

Description (Electrochemical Characteristics)

oxidation potential

Solvent (Electrochemical Characteristics)

acetonitrile; various solvent(s)

Temperature (Electrochemical Characteristics) [°C]

Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys 3 of 4

Description (Electrochemical Characteristics)

oxidation potential

Solvent (Electrochemical Characteristics)

acetic acid; fluorosulfonic acid

Temperature (Electrochemical Characteristics) [°C]

-76

Rudenko; Pragst; Russian Journal of Organic Chemistry; vol. 34; nb. 11; (1998); p. 1589 - 1626, View in Reaxys 4 of 4

Description (Electrochemical Characteristics)

polarographic current/voltage curve

Sato; Japan Analyst; vol. 6; (1957); p. 551,553; Chem.Abstr.; (1958); p. 16088, View in Reaxys; Powers; Day; Journal of the American Chemical Society; vol. 80; (1958); p. 808,810, View in Reaxys; Holleck; Marsen; Zeitschrift fuer Elektrochemie und Angewandte Physikalische Chemie; vol. 57; (1953); p. 944,954, View in Reaxys; Gerber; Kusnezowa; Neiman; Zhurnal Analiticheskoi Khimii; vol. 4; (1949); p. 103,104; Chem.Abstr.; (1950); p. 2416, View in Reaxys; Sartori et al.; Riv. scient.; vol. 24; (1954); p. 1471,1473, View in Reaxys Further Information (8) Description (Fur- References ther Information) Further information

Voitkevich; Mendeleev Chemistry Journal; vol. 14; (1969); p. 77,80, View in Reaxys

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Further information

Biedenkapp; Weiss; Berichte der Bunsen-Gesellschaft; vol. 70; (1966); p. 788, View in Reaxys

Further information

Shuman; Amstutz; Recueil des Travaux Chimiques des Pays-Bas; vol. 84; (1965); p. 441,445, View in Reaxys

Further information

Graham; Journal of Pharmaceutical Sciences; vol. 54; (1965); p. 319, View in Reaxys

Further information

Jeffs; Hawksworth; Tetrahedron Letters; (1963); p. 217,221, View in Reaxys

Further information

Sawicki et al.; Analytical Chemistry; vol. 34; (1962); p. 1460,1461, View in Reaxys

Further information

Prabucki; Lenz; Helvetica Chimica Acta; vol. 45; (1962); p. 2012, View in Reaxys

Further information

Hunt; Chemistry and Industry (London, United Kingdom); (1961); p. 1873, View in Reaxys

Liquid/Liquid Systems (MCS) (2) 1 of 2

Description (Liquid/ Liquid Systems (MCS))

Solution equilibrium

Solvent (Liquid/Liquid Systems (MCS))

heptane

Comment (Liquid/Liquid Systems (MCS))

ternaere Systeme.

Francis; Journal of Physical Chemistry; vol. 58; (1954); p. 1099,1104, View in Reaxys 2 of 2

Description (Liquid/ Liquid Systems (MCS))

Solution equilibrium

Solvent (Liquid/Liquid Systems (MCS))

methylcyclohexane

Temperature (Liquid/ Liquid Systems (MCS)) [°C]

21 - 26

Pressure (Liquid/Liquid Systems (MCS)) [Torr]

47808

Comment (Liquid/Liquid Systems (MCS))

ternaere Systeme.

Francis; Journal of Physical Chemistry; vol. 58; (1954); p. 1099,1104, View in Reaxys Liquid/Solid Systems (MCS) (11) 1 of 11

Description (Liquid/Solid Solidification diagram Systems (MCS)) Comment (Liquid/Solid Systems (MCS))

Eutektikum sowie Ausbildung von metastabilen Phasen.

Partner (Liquid/Solid Systems (MCS))

trans-azobenzene

Gretschnyi; Doklady Akademii Nauk SSSR; vol. 74; (1950); p. 259; Chem.Abstr.; (1951); p. 7397, View in Reaxys 2 of 11

Description (Liquid/Solid Melting diagram Systems (MCS)) Comment (Liquid/Solid Systems (MCS))

Eutektikum.

Partner (Liquid/Solid Systems (MCS))

acridine

Pusin; Rikovski; Milutinovic; Glasnik Hemijskog Drustva Beograd; vol. 14; (1949); p. 173,177; Chem.Abstr.; (1952); p. 4344, View in Reaxys 3 of 11

Description (Liquid/Solid Solidification diagram Systems (MCS))

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Partner (Liquid/Solid Systems (MCS))

p,p'-diaminobiphenyl

Quehenberger; Monatshefte fuer Chemie; vol. 80; (1949); p. 595,600, View in Reaxys 4 of 11

Description (Liquid/Solid Melting diagram Systems (MCS)) Comment (Liquid/Solid Systems (MCS))

Verbindung 1:1 <F: 33,5grad> und Verbindung 1:2 <F: 37grad>.

Partner (Liquid/Solid Systems (MCS))

trichloroacetic acid

Pusin; Rikovski; Glasnik Hemijskog Drustva Beograd; 11 Nr. 3/4 <1940/46> 62, 63, 66; Chem.Abstr.; (1948); p. 2232, View in Reaxys 5 of 11

Description (Liquid/Solid Solidification diagram Systems (MCS)) Comment (Liquid/Solid Systems (MCS))

Eutektikum.

Partner (Liquid/Solid Systems (MCS))

vanillin

Opfer-Schaum; Piristi; Z. Lebensm. Unters.; vol. 87; (1944); p. 65,66, View in Reaxys 6 of 11

Description (Liquid/Solid Melting diagram Systems (MCS)) Comment (Liquid/Solid Systems (MCS))

Eutektikum.

Partner (Liquid/Solid Systems (MCS))

phosphoric acid

Redfield; King; Journal of Physical Chemistry; vol. 40; (1936); p. 919,921, 922, View in Reaxys 7 of 11

Description (Liquid/Solid Melting diagram Systems (MCS)) Comment (Liquid/Solid Systems (MCS))

Eutektikum.

Partner (Liquid/Solid Systems (MCS))

diphenylamine

Pusin; Zivadinovic; Glasnik. chem. Drustva Jugosl.; vol. 4; (1933); p. 23,25; Chem. Zentralbl.; vol. 105; nb. I; (1934); p. 2574, View in Reaxys 8 of 11

Description (Liquid/Solid Eutectic Systems (MCS)) Temperature (Liquid/ Solid Systems (MCS)) [°C]

Comment (Liquid/Solid Systems (MCS))

86.6 Gew.-percent Piperonal.

Partner (Liquid/Solid Systems (MCS))

benzoic acid

Passerini; Gazzetta Chimica Italiana; vol. 54; (1924); p. 670, View in Reaxys 9 of 11

Description (Liquid/Solid Eutectic Systems (MCS)) Temperature (Liquid/ Solid Systems (MCS)) [°C]

29.9

Comment (Liquid/Solid Systems (MCS))

88 Gew.-percent Piperonal.

Partner (Liquid/Solid Systems (MCS))

acenaphthene

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De Fazi; Gazzetta Chimica Italiana; vol. 46 I; (1916); p. 347, View in Reaxys 10 of 11

Description (Liquid/Solid Eutectic Systems (MCS)) Partner (Liquid/Solid Systems (MCS))

benzoic acid

Kendall; Gibbons; Journal of the American Chemical Society; vol. 37; (1915); p. 156, View in Reaxys 11 of 11

Description (Liquid/Solid Eutectic Systems (MCS)) Partner (Liquid/Solid Systems (MCS))

α-modification of/the/ chloroacetic acid; β-modification of/the/ chloroacetic acid

Kendall; Gibbons; Journal of the American Chemical Society; vol. 37; (1915); p. 156, View in Reaxys; Mameli; Mannessier; Gazzetta Chimica Italiana; vol. 43 II; (1913); p. 5981, View in Reaxys Other Thermochemical Data (3) Description (Oth- Comment (Other er Thermochemi- Thermochemical cal Data) Data)

References

Ebullioscopic con- in Fluorwasserststant off.

Fredenhagen; Fredenhagen; Zeitschrift fuer Anorganische und Allgemeine Chemie; vol. 243; (1939); p. 39,55, View in Reaxys

Heat of combustion at constant volume

870,6 kcal/Mol.

Stohmann; Zeitschrift fuer Physikalische Chemie, Stoechiometrie und Verwandtschaftslehre; vol. 10; (1892); p. 415, View in Reaxys

Heat of combustion at constant volume

870.7 kcal/Mol.

Roth; Roth in Landolt-Boernstein H. 1597, View in Reaxys

Solubility (MCS) (7) 1 of 7

Solvent (Solubility (MCS))

carbon dioxide

Comment (Solubility (MCS))

Solubility: 1.0E1 weight-percent

Francis, A. W.; Journal of Physical Chemistry; vol. 58; (1954); p. 1099 - 1114, View in Reaxys; vol. C: MVol.C1; 215, page 548 - 568 ; (from Gmelin), View in Reaxys 2 of 7

Solubility [g·l-1]

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

H2O

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys 3 of 7

Solubility [g·l-1]

3.5

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

H2O

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys 4 of 7

Solubility [g·l-1]

6.6

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

H2O

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys

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5 of 7

Solubility [g·l-1]

150

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

ethanol

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys 6 of 7

Solubility [g·l-1]

1000

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

ethanol

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys 7 of 7

Solubility [g·l-1]

5500

Saturation

in solution

Temperature (Solubility (MCS)) [°C]

Solvent (Solubility (MCS))

ethanol

Otto; Annales de Chimie (Cachan, France); vol. <7> 13; (1898); p. 123, View in Reaxys Surface Tension (3) Surface Tension Temperature [g·s-2] (Surface Tension) [°C]

References

46.26

43.2

Hartley; Linnell; Quarterly Journal of Pharmacy and Pharmacology; vol. 11; (1938); p. 714,720, View in Reaxys

45.27

53.4

Hartley; Linnell; Quarterly Journal of Pharmacy and Pharmacology; vol. 11; (1938); p. 714,720, View in Reaxys

44.29

59.4

Hartley; Linnell; Quarterly Journal of Pharmacy and Pharmacology; vol. 11; (1938); p. 714,720, View in Reaxys

Vapour Pressure (2) Vapour Pressure Temperature (Va[Torr] pour Pressure) [°C]

References

Voitkevich; Mendeleev Chemistry Journal; vol. 14; (1969); p. 77,80, View in Reaxys 0.00295 - 0.087

20.3 - 53.7

Serpinskii et al.; Trudy Inst. sint. nat. dusist. Vescestv; nb. 4; (1958); p. 125,127; Chem.Abstr.; (1959); p. 12776, View in Reaxys

NMR Spectroscopy (75) 1 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Location

supporting information

Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 - 216, View in Reaxys 2 of 75

Description (NMR Spec- Chemical shifts troscopy)

44/193

2016-07-07 15:15:40

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

126

Location

supporting information

Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 - 216, View in Reaxys 3 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

400.1

Location

supporting information

Gianetti, Thomas L.; Annen, Samuel P.; Santiso-Quinones, Gustavo; Reiher, Markus; Driess, Matthias; Grützmacher, Hansjörg; Angewandte Chemie - International Edition; vol. 55; nb. 5; (2016); p. 1854 - 1858; Angew. Chem.; vol. 128; nb. 5; (2015); p. 1886 - 1890,5, View in Reaxys 4 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Original Text (NMR Spectroscopy)

1H-NMR

Location

Paragraph 0111

(DMSO-d6): δ 9.80 (s, 1H), 7.40 (m, 2H), 6.92 (d, 1H), 6.07 (s, 2H)

Patent; BIOLAB SANUS FARMACEUTICA LTDA; De Nucci, Gilberto; (25 pag.); US2016/75702; (2016); (A1) English, View in Reaxys 5 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Location

supporting information

Wang, Peng; Cai, Jin; Yang, Jiabin; Sun, Chunlong; Li, Lushen; Hu, Huayou; Ji, Min; Tetrahedron Letters; vol. 54; nb. 6; (2013); p. 533 - 535, View in Reaxys; Bosco, A. John; Lawrence; Christopher; Radhakrishnan; Joseph Rosario, A. Arul; Raja; Vasudevan; Journal of Physical Organic Chemistry; vol. 28; nb. 9; (2015); p. 591 595, View in Reaxys 6 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

45/193

2016-07-07 15:15:40

Location

supporting information

Kamimura, Akio; Komatsu, Hiroyuki; Moriyama, Takaaki; Nozaki, Yuichiro; Tetrahedron; vol. 69; nb. 29; (2013); p. 5968 - 5972, View in Reaxys; Bhattacharjya, Anish; Klumphu, Piyatida; Lipshutz, Bruce H.; Organic Letters; vol. 17; nb. 5; (2015); p. 1122 - 1125, View in Reaxys; Zhang, Guofu; Lei, Jie; Han, Xingwang; Luan, Yuxin; Ding, Chengrong; Shan, Shang; Synlett; vol. 26; nb. 6; (2015); p. 779 - 784, View in Reaxys 7 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 4; (2014); p. 772 - 780, View in Reaxys; Tabata, Masayuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 16; (2014); p. 3402 - 3410, View in Reaxys; Lipshutz; Hageman; Fennewald; Linstadt; Slack; Voigtritter; Chemical Communications; vol. 50; nb. 77; (2014); p. 11378 - 11381, View in Reaxys; Natte, Kishore; Dumrath, Andreas; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 53; nb. 38; (2014); p. 10090 - 10094; Angew. Chem.; vol. 126; nb. 38; (2015); p. 10254 - 10258,5, View in Reaxys; Iqbal, Naeem; Cho, Eun Jin; Advanced Synthesis and Catalysis; vol. 357; nb. 10; (2015); p. 2187 - 2192, View in Reaxys; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 4; (2014); p. 772 - 780, View in Reaxys; Zhao, Hong; Chen, Qiurong; Wei, Li; Jiang, Yuanyuan; Cai, Mingzhong; Tetrahedron; vol. 71; nb. 46; (2015); p. 8725 - 8731; Art.No: 27151, View in Reaxys 8 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

101

Location

supporting information

Natte, Kishore; Dumrath, Andreas; Neumann, Helfried; Beller, Matthias; Angewandte Chemie - International Edition; vol. 53; nb. 38; (2014); p. 10090 - 10094; Angew. Chem.; vol. 126; nb. 38; (2015); p. 10254 - 10258,5, View in Reaxys; Iqbal, Naeem; Cho, Eun Jin; Advanced Synthesis and Catalysis; vol. 357; nb. 10; (2015); p. 2187 - 2192, View in Reaxys 10 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy)

46/193

2016-07-07 15:15:40

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Original Text (NMR Spectroscopy)

Location

supporting information

Signals [ppm]

9.81; 7.41; 7.33; 6.93; 6.08

Kind of signal

s, 1H; d, J = 7.6 Hz, 1H; s, 1H; d, J = 8.0 Hz, 1H; s, 2H

NMR (400 MHz, CDCl3, ppm): δ 9.81 (s, 1H), 7.41 (d, J = 7.6 Hz, 1H),7.33 (s, 1H), 6.93 (d, J = 8.0 Hz, 1H), 6.08 (s, 2H)

Gao, Jun; Ren, Zhi-Gang; Lang, Jian-Ping; Journal of Organometallic Chemistry; vol. 792; (2015); p. 88 - 92; Art.No: 18908, View in Reaxys 11 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Original Text (NMR Spectroscopy)

13C

NMR (100 MHz, CDCl3, ppm): δ 190.40, 153.21, 148.82, 131.98, 128.78, 108.46, 107.00, 102.22

Location

supporting information

Signals [ppm]

190.4; 153.21; 148.82; 131.98; 128.78; 108.46; 107; 102.22

Gao, Jun; Ren, Zhi-Gang; Lang, Jian-Ping; Journal of Organometallic Chemistry; vol. 792; (2015); p. 88 - 92; Art.No: 18908, View in Reaxys 12 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

21.84

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Reddy, Alavala Gopi Krishna; Mahendar, Lodi; Satyanarayana, Gedu; Synthetic Communications; vol. 44; nb. 14; (2014); p. 2076 - 2087, View in Reaxys 13 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun; Organic Letters; vol. 16; nb. 13; (2014); p. 3492 - 3495, View in Reaxys

47/193

2016-07-07 15:15:40

14 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Frequency (NMR Spectroscopy) [MHz]

151

Location

supporting information

Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun; Organic Letters; vol. 16; nb. 13; (2014); p. 3492 - 3495, View in Reaxys 15 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

1H-NMR (300 MHz, CDC13): δ ppm 9.81 (s, 1H), 7.41 (d, J = 8.1 Hz, 1H), 7.34 (s, 1H), 6.93 (d, J = 8.1 Hz, 1H), 6.08 (s, 2H).

Location

Paragraph 0181

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Fernandes, Rodney A.; Bethi, Venkati; RSC Advances; vol. 4; nb. 76; (2014); p. 40561 - 40568, View in Reaxys 17 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Fernandes, Rodney A.; Bethi, Venkati; RSC Advances; vol. 4; nb. 76; (2014); p. 40561 - 40568, View in Reaxys 18 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

48/193

2016-07-07 15:15:40

Hu, Yu Lin; Liu, Qi Fa; Lu, Ting Ting; Lu, Ming; Catalysis Communications; vol. 11; nb. 10; (2010); p. 923 - 927, View in Reaxys; Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys; Hu, Yu-Lin; Lu, Ming; Ge, Xiu-Tao; Journal of the Iranian Chemical Society; vol. 10; nb. 3; (2013); p. 453 - 460, View in Reaxys 19 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 14; (2013); p. 2961 - 2970, View in Reaxys 20 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Majee, Adinath; Kundu, Shrishnu Kumar; Santra, Sougata; Hajra, Alakananda; Tetrahedron Letters; vol. 53; nb. 33; (2012); p. 4433 - 4435, View in Reaxys; Sharma, Upendra K.; Sood, Swati; Sharma, Nandini; Rahi, Praveen; Kumar, Rakesh; Sinha, Arun K.; Gulati, Arvind; Medicinal Chemistry Research; vol. 22; nb. 11; (2013); p. 5129 5140, View in Reaxys 21 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Location

supporting information

Wang, Peng; Cai, Jin; Yang, Jiabin; Sun, Chunlong; Li, Lushen; Hu, Huayou; Ji, Min; Tetrahedron Letters; vol. 54; nb. 6; (2013); p. 533 - 535, View in Reaxys 22 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 14; (2013); p. 2961 - 2970, View in Reaxys 23 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy)

49/193

2016-07-07 15:15:40

Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Zhu, Yingguang; Zhao, Baoguo; Shi, Yian; Organic Letters; vol. 15; nb. 5; (2013); p. 992 - 995, View in Reaxys 24 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

Location

supporting information

Zhu, Yingguang; Zhao, Baoguo; Shi, Yian; Organic Letters; vol. 15; nb. 5; (2013); p. 992 - 995, View in Reaxys 25 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

126

Location

supporting information

Kamimura, Akio; Komatsu, Hiroyuki; Moriyama, Takaaki; Nozaki, Yuichiro; Tetrahedron; vol. 69; nb. 29; (2013); p. 5968 - 5972, View in Reaxys 26 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 24; nb. 13; (2013); p. 1707 - 1711; Art.No: ST-2013-U0386-L, View in Reaxys 27 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 24; nb. 13; (2013); p. 1707 - 1711; Art.No: ST-2013-U0386-L, View in Reaxys 28 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

50/193

2016-07-07 15:15:40

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Original Text (NMR Spectroscopy)

Location

supporting information

NMR (400 MHz, CDCl3/TMS) δ (ppm): 6.08 (s, 2H), 6.94 (d, J=7.8 Hz, 1H), 7.34 (d, J=1.5 Hz, 1H), 7.42 (dd, J1=7.8 Hz, J2=1.5 Hz, 1H), 9.81 (s, 1H)

Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori; Tetrahedron; vol. 69; nb. 44; (2013); p. 9192 - 9199, View in Reaxys 29 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Original Text (NMR Spectroscopy)

13C{1H}

Location

supporting information

Signals [ppm]

102.1; 106.9; 108.3; 128.7; 131.8; 148.7; 153.1; 190.3

NMR (100 MHz, CDCl3) δ (ppm): 102.1, 106.9, 108.3, 128.7, 131.8, 148.7, 153.1,

190.3

Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori; Tetrahedron; vol. 69; nb. 44; (2013); p. 9192 - 9199, View in Reaxys 30 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

75.4

Sharma, Upendra K.; Sood, Swati; Sharma, Nandini; Rahi, Praveen; Kumar, Rakesh; Sinha, Arun K.; Gulati, Arvind; Medicinal Chemistry Research; vol. 22; nb. 11; (2013); p. 5129 - 5140, View in Reaxys 31 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy)

51/193

2016-07-07 15:15:40

Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Tsuchiya, Daisuke; Moriyama, Katsuhiko; Togo, Hideo; Synlett; nb. 18; (2011); p. 2701 - 2704, View in Reaxys; Dakdouki, Saada C.; Villemin, Didier; Bar, Nathalie; European Journal of Organic Chemistry; nb. 4; (2012); p. 780 - 784, View in Reaxys; Suzuki, Yusuke; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 23; nb. 8; (2012); p. 1250 - 1256, View in Reaxys 33 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100.6

Location

supporting information

Dakdouki, Saada C.; Villemin, Didier; Bar, Nathalie; European Journal of Organic Chemistry; nb. 4; (2012); p. 780 - 784, View in Reaxys 34 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Suzuki, Yusuke; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 23; nb. 8; (2012); p. 1250 1256, View in Reaxys 35 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Suzuki, Yusuke; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 23; nb. 8; (2012); p. 1250 1256, View in Reaxys 36 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Location

supporting information

Tsuchiya, Daisuke; Tabata, Masayuki; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; nb. 34; (2012); p. 6849 - 6855, View in Reaxys 37 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

52/193

2016-07-07 15:15:40

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

Majee, Adinath; Kundu, Shrishnu Kumar; Santra, Sougata; Hajra, Alakananda; Tetrahedron Letters; vol. 53; nb. 33; (2012); p. 4433 - 4435, View in Reaxys 38 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

300.13

Annen, Samuel P.; Gruetzmacher, Hansjoerg; Dalton Transactions; vol. 41; nb. 46; (2012); p. 14137 - 14145, View in Reaxys 40 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectroscopy) [MHz]

75.48

Annen, Samuel P.; Gruetzmacher, Hansjoerg; Dalton Transactions; vol. 41; nb. 46; (2012); p. 14137 - 14145, View in Reaxys 41 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

53/193

2016-07-07 15:15:40

Dhuru, Sameer; Bhedi, Dilip; Gophane, Dnyaneshwar; Hirbhagat, Kiran; Nadar, Vijaya; More, Dattatray; Parikh, Sapna; Dalal, Roda; Fonseca, Lyle C.; Kharas, Firuza; Vadnal, Prashant Y.; Vishwakarma, Ram A.; Sivaramakrishnan; Bioorganic and Medicinal Chemistry Letters; vol. 21; nb. 12; (2011); p. 3784 - 3787, View in Reaxys 42 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

Location

supporting information

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

1H-NMR spectrum (300 mHz, CDCl ) δ (ppm); 6.07 (2H, s), 6.93 (1H, d, J=7.8Hz), 7.32 3 (1H, d, J=1.5Hz), 7.40, 7.42 (1H, dd, J=1.5Hz), 9.81 (1H, s)

Location

Page/Page column 9

Comment (NMR Spectroscopy)

Signals given

Patent; Ube Industries, Ltd.; EP2351728; (2011); (A1) English, View in Reaxys 44 of 75

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

1H NMR (300 MHz, CHCl -d): δ 9.80 (s, 1H), 7.40 (m, 1H), 7.32 (m, 1H), 6.92 (d, 1H, 3 J=7.9 Hz), 6.07 (s, 2H).

Location

Page/Page column 12

Comment (NMR Spectroscopy)

Signals given

Patent; Hybrigenics S.A.; EP2208725; (2010); (A1) English, View in Reaxys 45 of 75

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300.1

Location

supporting information

Polshettiwar, Vivek; Varma, Rajender S.; Organic and Biomolecular Chemistry; vol. 7; nb. 1; (2009); p. 37 - 40, View in Reaxys 46 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy)

54/193

2016-07-07 15:15:40

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

75.5

Location

supporting information

Polshettiwar, Vivek; Varma, Rajender S.; Organic and Biomolecular Chemistry; vol. 7; nb. 1; (2009); p. 37 - 40, View in Reaxys 47 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Sharma, Upendra K.; Sharma, Nandini; Kumar, Rakesh; Kumar, Rajesh; Sinha, Arun K.; Organic Letters; vol. 11; nb. 21; (2009); p. 4846 - 4848, View in Reaxys 48 of 75

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

75.4

Location

supporting information

Sharma, Upendra K.; Sharma, Nandini; Kumar, Rakesh; Kumar, Rajesh; Sinha, Arun K.; Organic Letters; vol. 11; nb. 21; (2009); p. 4846 - 4848, View in Reaxys 49 of 75

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Original Text (NMR Spectroscopy)

Comment (NMR Spectroscopy)

Signals given

NMR (CDCI3): δ 9.8 (s, 1 H), 7.42 (d, 1 H), 7.34 (d, 1 H), 6.94 (d, 1 H), 6.09 (s, 2H).

Patent; NICHOLAS PIRAMAL INDIA LIMITED; WO2008/26125; (2008); (A2) English, View in Reaxys 50 of 75

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

200

Luiken, Silke; Kirschning, Andreas; Journal of Organic Chemistry; vol. 73; nb. 5; (2008); p. 2018 - 2020, View in Reaxys 51 of 75

Description (NMR Spec- Chemical shifts troscopy)

55/193

2016-07-07 15:15:40

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

200

Poli, Giovanni; Giambastiani, Giuliano; Journal of Organic Chemistry; vol. 67; nb. 26; (2002); p. 9456 - 9459, View in Reaxys; Surendra; Srilakshmi Krishnaveni; Arjun Reddy; Nageswar; Rama Rao; Journal of Organic Chemistry; vol. 68; nb. 5; (2003); p. 2058 - 2059, View in Reaxys; Luiken, Silke; Kirschning, Andreas; Journal of Organic Chemistry; vol. 73; nb. 5; (2008); p. 2018 - 2020, View in Reaxys 52 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Jain, Nidhi; Kumar, Anil; Chauhan, Shive M.S.; Tetrahedron Letters; vol. 46; nb. 15; (2005); p. 2599 - 2602, View in Reaxys; Lei, Ming; Hu, Rui-Jun; Wang, Yan-Guang; Tetrahedron; vol. 62; nb. 38; (2006); p. 8928 - 8932, View in Reaxys 53 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Talzi; Russian Journal of Applied Chemistry; vol. 79; nb. 1; (2006); p. 107 - 116, View in Reaxys 54 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Kuo; Lin; Chemical and Pharmaceutical Bulletin; vol. 41; nb. 9; (1993); p. 1507 - 1512, View in Reaxys; Talzi; Russian Journal of Applied Chemistry; vol. 79; nb. 1; (2006); p. 107 - 116, View in Reaxys 55 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Meyers, A. I.; Himmelsbach, Richard J.; Reuman, Michael; Journal of Organic Chemistry; vol. 48; nb. 22; (1983); p. 4053 - 4058, View in Reaxys; Kobayashi, Shigeru; Imakura, Yasuhiro; Horikawa, Ritsuko; Chemical & Pharmaceutical Bulletin; vol. 28; nb. 4; (1980); p. 1287 - 1293, View in Reaxys; Adesina; Olugbade; Akinwusi; Bergenthal; Pharmazie; vol. 52; nb. 9; (1997); p. 720 - 724, View in Reaxys; Zheng, Yun-Fa; Du, Xing-Fen; Bao, WeiLiang; Journal of Chemical Research; nb. 12; (2005); p. 753 - 754, View in Reaxys; Hirano; Osawa; Yamaoka; Yokoi; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1277 - 1281, View in Reaxys 56 of 75

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Jain, Nidhi; Kumar, Anil; Chauhan, Shive M.S.; Tetrahedron Letters; vol. 46; nb. 15; (2005); p. 2599 - 2602, View in Reaxys

56/193

2016-07-07 15:15:40

57 of 75

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

299.693

Comment (NMR Spectroscopy)

ambient temperature

Schultz, Mitchell J.; Hamilton, Steven S.; Jensen, David R.; Sigman, Matthew S.; Journal of Organic Chemistry; vol. 70; nb. 9; (2005); p. 3343 - 3352, View in Reaxys 58 of 75

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Qian, Weixing; Jin, Erlei; Bao, Weiliang; Zhang, Yongmin; Angewandte Chemie - International Edition; vol. 44; nb. 6; (2005); p. 952 - 955, View in Reaxys 59 of 75

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Zheng, Yun-Fa; Du, Xing-Fen; Bao, Wei-Liang; Journal of Chemical Research; nb. 12; (2005); p. 753 - 754, View in Reaxys; Hirano; Osawa; Yamaoka; Yokoi; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1277 - 1281, View in Reaxys 60 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Yadav; Reddy; Basak; Venkat Narsaiah; Tetrahedron; vol. 60; nb. 9; (2004); p. 2131 - 2135, View in Reaxys; Qian, Weixing; Jin, Erlei; Bao, Weiliang; Zhang, Yongmin; Angewandte Chemie - International Edition; vol. 44; nb. 6; (2005); p. 952 - 955, View in Reaxys 61 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Yadav; Reddy; Basak; Venkat Narsaiah; Tetrahedron; vol. 60; nb. 9; (2004); p. 2131 - 2135, View in Reaxys 62 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

57/193

2016-07-07 15:15:40

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300.13

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys 63 of 75

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300.13

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys 64 of 75

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300.13

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys 65 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

75.5

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys 66 of 75

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

75.5

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys 67 of 75

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

200

58/193

2016-07-07 15:15:40

Surendra; Srilakshmi Krishnaveni; Arjun Reddy; Nageswar; Rama Rao; Journal of Organic Chemistry; vol. 68; nb. 5; (2003); p. 2058 - 2059, View in Reaxys 68 of 75

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

400

More, Jesse D.; Finney, Nathaniel S.; Organic Letters; vol. 4; nb. 17; (2002); p. 3001 - 3003, View in Reaxys 69 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Patra, Amarenda; Mukhopadhyay, Prabir K.; Journal of the Indian Chemical Society; vol. 60; (1983); p. 265 - 268, View in Reaxys; Osawa, Toshihiko; Namiki, Mitsuo; Namiki, Kazuko; Agricultural and Biological Chemistry; vol. 46; nb. 12; (1982); p. 3105 - 3108, View in Reaxys; Adesina; Olugbade; Akinwusi; Bergenthal; Pharmazie; vol. 52; nb. 9; (1997); p. 720 - 724, View in Reaxys; Hirano; Osawa; Yamaoka; Yokoi; Biological and Pharmaceutical Bulletin; vol. 24; nb. 11; (2001); p. 1277 - 1281, View in Reaxys 70 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CD3CN scopy) Frequency (NMR Spectroscopy) [MHz]

400

Sorg; Mengel; Jung; Rademann; Angewandte Chemie - International Edition; vol. 40; nb. 23; (2001); p. 4395 4397, View in Reaxys 71 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CD3CN scopy) Frequency (NMR Spectroscopy) [MHz]

100.6

Sorg; Mengel; Jung; Rademann; Angewandte Chemie - International Edition; vol. 40; nb. 23; (2001); p. 4395 4397, View in Reaxys 72 of 75

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Frequency (NMR Spectroscopy) [MHz]

Singh; Sharma; Chhibber; Kaur; Kad; Synthetic Communications; vol. 30; nb. 21; (2000); p. 3941 - 3945, View in Reaxys 73 of 75

Description (NMR Spec- Chemical shifts troscopy)

59/193

2016-07-07 15:15:40

Nucleus (NMR Spectroscopy)

17O

Solvents (NMR Spectro- toluene-d8 scopy) Temperature (NMR Spectroscopy) [°C]

Biekofsky, Rodolfo R.; Pomilio, Alicia B.; Contreras, Ruben H.; Orendt, Anita M.; Facelli, Julio C.; Journal of Physical Chemistry; vol. 94; nb. 19; (1990); p. 7418 - 7423, View in Reaxys 74 of 75

Description (NMR Spec- Spin-spin coupling constants troscopy) Yamamoto et al.; Molecular Physics; vol. 17; (1969); p. 249,252, View in Reaxys

75 of 75

Description (NMR Spec- NMR troscopy) Sasaki; Yakugaku Zasshi; vol. 80; (1960); p. 241,242-244; Chem.Abstr.; nb. 11702; (1960), View in Reaxys; Klinck; Stothers; Canadian Journal of Chemistry; vol. 40; (1962); p. 1071,1073, View in Reaxys; Karabatsos et al.; Journal of the American Chemical Society; vol. 85; (1963); p. 3886, View in Reaxys; Sasaki et al.; Chemical and Pharmaceutical Bulletin; vol. 15; (1967); p. 599,601, View in Reaxys

IR Spectroscopy (22) 1 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Majee, Adinath; Kundu, Shrishnu Kumar; Santra, Sougata; Hajra, Alakananda; Tetrahedron Letters; vol. 53; nb. 33; (2012); p. 4433 - 4435, View in Reaxys; Zhao, Hong; Chen, Qiurong; Wei, Li; Jiang, Yuanyuan; Cai, Mingzhong; Tetrahedron; vol. 71; nb. 46; (2015); p. 8725 - 8731; Art.No: 27151, View in Reaxys 2 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Location

supporting information

Iqbal, Naeem; Cho, Eun Jin; Advanced Synthesis and Catalysis; vol. 357; nb. 10; (2015); p. 2187 - 2192, View in Reaxys; Bosco, A. John; Lawrence; Christopher; Radhakrishnan; Joseph Rosario, A. Arul; Raja; Vasudevan; Journal of Physical Organic Chemistry; vol. 28; nb. 9; (2015); p. 591 - 595, View in Reaxys 3 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; nb. 14; (2013); p. 2961 - 2970, View in Reaxys; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 24; nb. 13; (2013); p. 1707 1711; Art.No: ST-2013-U0386-L, View in Reaxys; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 4; (2014); p. 772 - 780, View in Reaxys; Tabata, Masayuki; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 16; (2014); p. 3402 - 3410, View in Reaxys; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; European Journal of Organic Chemistry; vol. 2014; nb. 4; (2014); p. 772 - 780, View in Reaxys 4 of 22

Description (IR Spectroscopy)

Bands

Cogrossi; Annali di Chimica (Rome, Italy); vol. 56; (1966); p. 270,278, 279, 282, View in Reaxys; Wang; Jia; Polish Journal of Chemistry; vol. 78; nb. 6; (2004); p. 869 - 872, View in Reaxys; Zheng, Yun-Fa; Du, Xing-Fen; Bao, Wei-Liang; Journal of Chemical Research; nb. 12; (2005); p. 753 - 754, View in Reaxys; Dikusar; Potkin; Zvereva; Zhukovskaya; Petkevich; Pavlyuchenkova; Murashova; Polikarpov; Shunkevich; Yuvchenko; Zolotar'; Russian Journal of Organic Chemistry; vol. 49; nb. 2; (2013); p. 221 - 227; Zh. Org. Khim.; vol. 49; nb. 2; (2013); p. 232 237,6, View in Reaxys 5 of 22

Description (IR Spectroscopy)

Bands

Location

supporting information

60/193

2016-07-07 15:15:40

Comment (IR Spectroscopy)

film

Zhu, Yingguang; Zhao, Baoguo; Shi, Yian; Organic Letters; vol. 15; nb. 5; (2013); p. 992 - 995, View in Reaxys 6 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Original Text (IR Spectroscopy)

IR (neat): 2919, 1794, 1671, 1600, 1446, 1253, 1034, 929, 811, 784 cm-1

Signals [cm-1]

2919; 1794; 1671; 1600; 1446; 1253; 1034; 929; 811; 784

Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori; Tetrahedron; vol. 69; nb. 44; (2013); p. 9192 - 9199, View in Reaxys 7 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Location

supporting information

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Location

supporting information

Suzuki, Yusuke; Iinuma, Masataka; Moriyama, Katsuhiko; Togo, Hideo; Synlett; vol. 23; nb. 8; (2012); p. 1250 1256, View in Reaxys 9 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide; chloroform

Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys 10 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Lu, Chang-Sheng; Hu, Chuan-Jiang; Yu, Yan; Meng, Qing-Jin; Chemical and Pharmaceutical Bulletin; vol. 48; nb. 1; (2000); p. 56 - 59, View in Reaxys; Surendra; Srilakshmi Krishnaveni; Arjun Reddy; Nageswar; Rama Rao; Journal of Organic Chemistry; vol. 68; nb. 5; (2003); p. 2058 - 2059, View in Reaxys; Yadav; Reddy; Basak; Venkat Narsaiah; Tetrahedron; vol. 60; nb. 9; (2004); p. 2131 - 2135, View in Reaxys; Jain, Nidhi; Kumar, Anil; Chauhan, Shive M.S.; Tetrahedron Letters; vol. 46; nb. 15; (2005); p. 2599 - 2602, View in Reaxys; Qian, Weixing; Jin, Erlei; Bao, Weiliang; Zhang, Yongmin; Angewandte Chemie - International Edition; vol. 44; nb. 6; (2005); p. 952 - 955, View in Reaxys; Lei, Ming; Hu, Rui-Jun; Wang, Yan-Guang; Tetrahedron; vol. 62; nb. 38; (2006); p. 8928 - 8932, View in Reaxys 11 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

dimethylsulfoxide

Velcheva, Evelina A.; Juchnovski, Ivan N.; Binev, Ivan G.; Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy; vol. 59; nb. 8; (2003); p. 1745 - 1749, View in Reaxys 12 of 22

Description (IR Spectroscopy)

Bands

61/193

2016-07-07 15:15:40

Solvent (IR Spectroscopy)

solid

Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys 13 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

film

Singh; Sharma; Chhibber; Kaur; Kad; Synthetic Communications; vol. 30; nb. 21; (2000); p. 3941 - 3945, View in Reaxys 14 of 22

Description (IR Spectroscopy)

Perjessy et al.; Collection of Czechoslovak Chemical Communications; vol. 37; (1972); p. 3302,3304, View in Reaxys 15 of 22

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

nujol

Comment (IR Spectroscopy)

5000 - 667 cm**(-1)

Paoloni; Marini-Bettolo; Gazzetta Chimica Italiana; vol. 89; (1959); p. 1972,2001, View in Reaxys 16 of 22

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

5000 - 833 cm**(-1)

Paoloni; Marini-Bettolo; Gazzetta Chimica Italiana; vol. 89; (1959); p. 1972,2001, View in Reaxys 17 of 22

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

1667 - 833 cm**(-1)

Briner et al.; Helvetica Chimica Acta; vol. 41; (1958); p. 1390,1395, View in Reaxys 18 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Comment (IR Spectroscopy)

3125 - 699 cm**(-1)

Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys 19 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CS2

Comment (IR Spectroscopy)

3125 - 699 cm**(-1)

Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys 20 of 22

Description (IR Spectroscopy)

Bands

62/193

2016-07-07 15:15:40

Solvent (IR Spectroscopy)

CHCl3

Comment (IR Spectroscopy)

3125 - 699 cm**(-1)

Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys 21 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

3125 - 699 cm**(-1)

Briggs et al.; Analytical Chemistry; vol. 29; (1957); p. 904,905, View in Reaxys 22 of 22

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

2857 - 847 cm**(-1)

Eggers; Lingren; Analytical Chemistry; vol. 28; (1956); p. 1328, View in Reaxys Mass Spectrometry (20) Description (Mass Location Spectrometry)

Peak

References

electrospray ionisation (ESI); liquid chromatography mass spectrometry (LCMS); spectrum

supporting information

Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 - 216, View in Reaxys

electrospray ionisation (ESI); spectrum

Page/Page column 85

electrospray ionisation (ESI); spectrum

Paragraph 0110

Patent; BIOLAB SANUS FARMACEUTICA LTDA; De Nucci, Gilberto; (25 pag.); US2016/75702; (2016); (A1) English, View in Reaxys

liquid chromatog- supporting inforraphy mass spec- mation trometry (LCMS); electrospray ionisation (ESI); timeof-flight mass spectra (TOFMS); spectrum

Jiang, Xiao; Wang, Jin-Mei; Zhang, Ying; Chen, Zhong; Zhu, Yong-Ming; Ji, Shun-Jun; Organic Letters; vol. 16; nb. 13; (2014); p. 3492 - 3495, View in Reaxys

electrospray ionisation (ESI); spectrum

Page/Page column 160

high resolution mass spectrometry (HRMS); electron impact (EI); spectrum

supporting information

electron impact (EI); spectrum

150 m/z

Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori; Tetrahedron; vol. 69; nb. 44; (2013); p. 9192 - 9199, View in Reaxys

63/193

2016-07-07 15:15:40

high resolution mass spectrometry (HRMS); spectrum

Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori; Tetrahedron; vol. 69; nb. 44; (2013); p. 9192 - 9199, View in Reaxys

electron impact (EI); spectrum

EI (Electron impact)

Page/Page column 10

Patent; FMC CORPORATION; MCMULLEN, Leonard, A.; JI, Junan; LIU, Luwei; RAGHAVAN, Krishna; WO2012/173842; (2012); (A2) English, View in Reaxys

ESI (Electrospray ionisation); TOFMS (Time of flight mass spectrum); Spectrum

supporting information

CI (Chemical ioni- Page/Page colzation) umn 9

Patent; Ube Industries, Ltd.; EP2351728; (2011); (A1) English, View in Reaxys

ESI (Electrospray ionisation); Spectrum

Maga, Giovanni; Falchi, Federico; Radi, Marco; Botta, Lorenzo; Casaluce, Gianni; Bernardini, Martina; Irannejad, Hamid; Manetti, Fabrizio; Garbelli, Anna; Samuele, Alberta; Zanoli, Samantha; Este, Jose A.; Gonzalez, Emmanuel; Zucca, Elisa; Paolucci, Stefania; Baldanti, Fausto; DeRijck, Jan; Debyser, Zeger; Botta, Maurizio; ChemMedChem; vol. 6; nb. 8; (2011); p. 1371 - 1389, View in Reaxys

ESI (Electrospray ionisation)

Page/Page column 12

Patent; Hybrigenics S.A.; EP2208725; (2010); (A1) English, View in Reaxys

HRMS (High resolution mass spectrometry); Spectrum

Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys

Spectrum

Lin, Cheng-Kun; Lu, Ta-Jung; Tetrahedron; vol. 66; nb. 51; (2010); p. 9688 - 9693, View in Reaxys

GCMS (Gas chro- supporting informatography mass mation spectrometry); Spectrum

Polshettiwar, Vivek; Varma, Rajender S.; Organic and Biomolecular Chemistry; vol. 7; nb. 1; (2009); p. 37 - 40, View in Reaxys

spectrum

spectrum; electron impact (EI)

Adesina; Olugbade; Akinwusi; Bergenthal; Pharmazie; vol. 52; nb. 9; (1997); p. 720 - 724, View in Reaxys; Ozanne, Aurelie; Pouysegu, Laurent; Depernet, Dominique; Francois, Bruno; Quideau, Stephane; Organic Letters; vol. 5; nb. 16; (2003); p. 2903 - 2906, View in Reaxys Willhalm,B. et al.; Tetrahedron; vol. 20; (1964); p. 1185 - 1209, View in Reaxys

UV/VIS Spectroscopy (18) 1 of 18

Absorption Maxima (UV/ 209; 269; 311 VIS) [nm] Wang; Jia; Polish Journal of Chemistry; vol. 78; nb. 6; (2004); p. 869 - 872, View in Reaxys

2 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Vitali,T. et al.; Farmaco, Edizione Scientifica; vol. 22; (1967); p. 821 - 845, View in Reaxys

64/193

2016-07-07 15:15:40

3 of 18

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

ethanol

Absorption Maxima (UV/ 272.3; 312.5 VIS) [nm] Patterson; Hibbert; Journal of the American Chemical Society; vol. 65; (1943); p. 1862,1864, View in Reaxys 4 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

ethanol

Comment (UV/VIS Spectroscopy)

235 - 370 nm

Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys; Grinbaum; Marchlewski; Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques; vol. <A>; (1937); p. 171,183, View in Reaxys; Ramart-Lucas; Bulletin de la Societe Chimique de France; vol. <5> 1; (1934); p. 719,727; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 198; (1934); p. 267, View in Reaxys 5 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

ethanol

Comment (UV/VIS Spectroscopy)

235 - 355 nm

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

ethanol

Comment (UV/VIS Spectroscopy)

235 - 340 nm

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

hexane

Comment (UV/VIS Spectroscopy)

235 - 380 nm

Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys; Ramart-Lucas; Bulletin de la Societe Chimique de France; vol. <5> 1; (1934); p. 719,727; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 198; (1934); p. 267, View in Reaxys 8 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

hexane

Comment (UV/VIS Spectroscopy)

235 - 370 nm

65/193

2016-07-07 15:15:40

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

H2O

Comment (UV/VIS Spectroscopy)

230 - 380 nm

Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys 10 of 18

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

hexane

Absorption Maxima (UV/ 269; 302.8 VIS) [nm] Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys 11 of 18

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

ethanol

Absorption Maxima (UV/ 274; 313 VIS) [nm] Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys; Herzog; Hillmer; Chemische Berichte; vol. 64; (1931); p. 1288,1305, View in Reaxys 12 of 18

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

H2O

Absorption Maxima (UV/ 278; 316.5 VIS) [nm] Hillmer; Schorning; Zeitschrift fuer Physikalische Chemie (Leipzig); vol. <A> 168; (1934); p. 81,104, View in Reaxys 13 of 18

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

hexane

Absorption Maxima (UV/ 268; 308 VIS) [nm] Herzog; Hillmer; Chemische Berichte; vol. 64; (1931); p. 1288,1305, View in Reaxys 14 of 18

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

H2O

Absorption Maxima (UV/ 278; 316 VIS) [nm] Herzog; Hillmer; Chemische Berichte; vol. 64; (1931); p. 1288,1305, View in Reaxys 15 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

H2O

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Dahm; Journal of the Optical Society of America; vol. 15; (1927); p. 270; Chem. Zentralbl.; vol. 99; nb. I; (1928); p. 1682, View in Reaxys 16 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

ethanol

Purvis; Journal of the Chemical Society; vol. 125; (1924); p. 416; Pr.Cambridge phil.Soc.; vol. 23; p. 589; Chem. Zentralbl.; vol. 98; nb. II; (1927); p. 379, View in Reaxys; Waljaschko; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 58; (1926); p. 795; Chem. Zentralbl.; vol. 98; nb. I; (1927); p. 1125, View in Reaxys 17 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

ethanol; aq. HCl

Waljaschko; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 58; (1926); p. 795; Chem. Zentralbl.; vol. 98; nb. I; (1927); p. 1125, View in Reaxys 18 of 18

Description (UV/VIS Spectroscopy)

Spectrum

Comment (UV/VIS Spectroscopy)

des Dampfes.

Purvis; Journal of the Chemical Society; vol. 125; (1924); p. 416; Pr.Cambridge phil.Soc.; vol. 23; p. 589; Chem. Zentralbl.; vol. 98; nb. II; (1927); p. 379, View in Reaxys ESR Spectroscopy (1) 1 of 1

Description (ESR Spectroscopy)

ESR

Mao; Hirota; Molecular Physics; vol. 27; (1974); p. 309,312,313, View in Reaxys Raman Spectroscopy (2) Description (Ram- Comment (Raman Spectroscopy) an Spectroscopy)

References

Bands

von einer Loesung in Methanol

Bonino; Manzoni-Ansidei; Mem. Accad. Bologna; vol. <9> 1; (1933); p. 27,29, View in Reaxys; Bonino; Manzoni-Ansidei; Ricerca Scientifica; vol. 8 II; (1937); p. 354,356, View in Reaxys

Bands

von Loesungen in Susz; Perrottet; Briner; Helvetica Chimica Acta; vol. 19; (1936); p. 548,554,556, Tetrachlormethan View in Reaxys und in Aethanol

Luminescence Spectroscopy (1) Description (LuReferences minescence Spectroscopy) Luminescence lifetime

Mao; Hirota; Molecular Physics; vol. 27; (1974); p. 309,312,313, View in Reaxys

Fluorescence Spectroscopy (1) Description (Fluo- Solvent (Fluoresrescence Speccence Spectrotroscopy) scopy)

Comment (Fluorescence Spectroscopy)

References

Maxima

415 nm

Schreiber-Deturmeny; Pauli; Pastor; Journal of Pharmaceutical Sciences; vol. 82; nb. 8; (1993); p. 813 - 816, View in Reaxys

acetonitrile; various solvent(s)

Phosphorescence Spectroscopy (1) Description References (Phosphorescence Spectroscopy) Phosphorescence Mao; Hirota; Molecular Physics; vol. 27; (1974); p. 309,312,313, View in Reaxys; Cheng; Hirota; Molecular Physics; vol. 27; (1974); p. 281,289,303,304, View in Reaxys Pharmacological Data (22) 1 of 22

Comment (Pharmacological Data)

Bioactivities present

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A.; Correa, Jos R.; Soares, Samira L. M.; Da Silva, Wender A.; Neto, Brenno A. D.; Journal of Organic Chemistry; vol. 81; nb. 6; (2016); p. 2646 - 2651, View in Reaxys; Patravale, Ajinkya A.; Gore, Anil H.; Patil, Dipti R.; Kolekar, Govind B.; Deshmukh, Madhukar B.; Choudhari, Prafulla B.; Bhatia, Manish S.; Anbhule, Prashant V.; Research on Chemical Intermediates; vol. 42; nb. 4; (2016); p. 2919 - 2935, View in Reaxys; Safa, Kazem D.; Taheri, Elham; Allahvirdinesbat, Maryam; Niaei, Aligholi; Research on Chemical Intermediates; vol. 42; nb. 4; (2016); p. 2989 - 3004, View in Reaxys; Liu, Sheng; Li, Yubin; Wei, Wanxing; Wang, Kuiwu; Wang, Lisheng; Wang, Jianyi; ChemicoBiological Interactions; vol. 251; (2016); p. 1 - 9, View in Reaxys; Garza, Victoria J.; Krische, Michael J.; Journal of the American Chemical Society; vol. 138; nb. 11; (2016); p. 3655 - 3658, View in Reaxys; Patent; BIOLAB SANUS FARMACEUTICA LTDA; De Nucci, Gilberto; (25 pag.); US2016/75702; (2016); (A1) English, View in Reaxys; Brindisi, Margherita; Maramai, Samuele; Gemma, Sandra; Brogi, Simone; Grillo, Alessandro; Di Cesare Mannelli, Lorenzo; Gabellieri, Emanuele; Lamponi, Stefania; Saponara, Simona; Gorelli, Beatrice; Tedesco, Daniele; Bonfiglio, Tommaso; Landry, Christophe; Jung, Kwang-Mook; Armirotti, Andrea; Luongo, Livio; Ligresti, Alessia; Piscitelli, Fabiana; Bertucci, Carlo; Dehouck, Marie-Pierre; Campiani, Giuseppe; Maione, Sabatino; Ghelardini, Carla; Pittaluga, Anna; Piomelli, Daniele; Di Marzo, Vincenzo; Butini, Stefania; Journal of Medicinal Chemistry; vol. 59; nb. 6; (2016); p. 2612 - 2632, View in Reaxys; Datta, Bandita; Pasha, M. Afzal; Chinese Journal of Catalysis; vol. 32; nb. 6-8; (2011); p. 1180 - 1184, View in Reaxys; Salem, Mounir A. I.; Marzouk, Magda I.; Salem, Marwa S.; Alshibani, Ghazala A.; Journal of Heterocyclic Chemistry; vol. 53; nb. 2; (2016); p. 545 - 557, View in Reaxys; Chatupheeraphat, Adisak; Liao, Hsuan-Hung; Mader, Steffen; Sako, Makoto; Sasai, Hiroaki; Atodiresei, Iuliana; Rueping, Magnus; Angewandte Chemie - International Edition; vol. 55; nb. 15; (2016); p. 4803 - 4807; Angew. Chem.; vol. 128; nb. 15; (2016); p. 4882 - 4887,6, View in Reaxys; Patent; FUNDACIÓN PARA LA INVESTIGACIÓN MÉDICA APLICADA; CUADRADO TEJEDOR, María del Mar; GARCÍA OSTA, Ana María; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; SÁNCHEZ ARIAS, Juan Antonio; UGARTE BAZTÁN, Ana; (112 pag.); WO2016/20307; (2016); (A1) English, View in Reaxys; Madadi, Nikhil R.; Ketkar, Amit; Penthala, Narsimha R.; Bostian, April C.L.; Eoff, Robert L.; Crooks, Peter A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 9; (2016); p. 2164 - 2169, View in Reaxys; Buduma, Komuraiah; Chinde, Srinivas; Arigari, Niranjana Kumar; Grover, Paramjit; Srinivas; Kotesh Kumar; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 9; (2016); p. 2159 - 2163, View in Reaxys; Wei, Han-Xun; Lu, Dai; Sun, Vivien; Zhang, Jing; Gu, Yongli; Osenkowski, Pamela; Ye, Wenjuan; Selkoe, Dennis J.; Wolfe, Michael S.; Augelli-Szafran, Corinne E.; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 9; (2016); p. 2133 - 2137, View in Reaxys; Sanjeeva Reddy, Cherkupally; Rajesh Kumar, Gaddam; Sunitha, Bommineni; Medicinal Chemistry Research; vol. 25; nb. 5; (2016); p. 923 - 931, View in Reaxys; Patent; UNIVERSITÄT REGENSBURG; FRIEDRICH-SCHILLER-UNIVERSITÄT JENA; UNIVERSITÄTSKLINIKUM JENA; MAHBOOBI, Siavosh; SELLMER, Andreas; PONGRATZ, Herwig; LEONHARDT, Michel; KRÄMER, Oliver; BÖHMER, Frank-Dietmar; KELTER, Gerhard; (257 pag.); WO2016/20369; (2016); (A1) English, View in Reaxys; Gautam, Yashveer; Dwivedi, Sonam; Srivastava, Ankita; Hamidullah; Singh, Arjun; Chanda; Singh, Jyotsna; Rai, Smita; Konwar, Rituraj; Negi, Arvind S.; RSC Advances; vol. 6; nb. 40; (2016); p. 33369 - 33379, View in Reaxys; Dongare, Sakharam B.; Chavan, Hemant V.; Surwase, Datta N.; Bhale, Pravin S.; Mule, Yoginath B.; Bandgar, Babasaheb P.; Journal of the Chinese Chemical Society; vol. 63; nb. 4; (2016); p. 323 - 330, View in Reaxys; Jackl, Moritz K.; Kreituss, Imants; Bode, Jeffrey W.; Organic Letters; vol. 18; nb. 8; (2016); p. 1713 - 1715, View in Reaxys; Cores, ngel; Estvez, Vernica; Villacampa, Mercedes; Menndez, J. Carlos; RSC Advances; vol. 6; nb. 45; (2016); p. 39433 - 39443, View in Reaxys; Zhang, Chi; Xu, Muyun; Ren, Jun; Wang, Zhongwen; European Journal of Organic Chemistry; vol. 2016; nb. 14; (2016); p. 2467 - 2478, View in Reaxys; Shaabani, Ahmad; Afshari, Ronak; Hooshmand, Seyyed Emad; Research on Chemical Intermediates; vol. 42; nb. 6; (2016); p. 5607 - 5616, View in Reaxys; Henry, Sean; Kidner, Ria; Reise-

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nauer, Mary R.; Magedov, Igor V.; Kiss, Robert; Mathieu, Vronique; Lefranc, Florence; Dasari, Ramesh; Evidente, Antonio; Yu, Xiaojie; Ma, Xiuye; Pertsemlidis, Alexander; Cencic, Regina; Pelletier, Jerry; Cavazos, David A.; Brenner, Andrew J.; Aksenov, Alexander V.; Rogelj, Snezna; Kornienko, Alexander; Frolova, Liliya V.; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 313 - 328, View in Reaxys; Surneni, Naresh; Barua, Nabin C.; Saikia, Bishwajit; Tetrahedron Letters; vol. 57; nb. 25; (2016); p. 2814 - 2817, View in Reaxys; Din, Zia Ud; Santos, Alef Dos; Trapp, Marilia Almeida; Lazarin-Bidia, Danielle; Garcia, Francielle Pelegrin; Peron, Francieli; Nakamura, Celso Vataru; Rodrigues-Filho, Edson; MedChemComm; vol. 7; nb. 5; (2016); p. 820 831, View in Reaxys 2 of 22

Comment (Pharmacological Data)

physiological behaviour discussed

Liu, Sheng; Li, Yubin; Wei, Wanxing; Wang, Kuiwu; Wang, Lisheng; Wang, Jianyi; Chemico-Biological Interactions; vol. 251; (2016); p. 1 - 9, View in Reaxys 3 of 22

Comment (Pharmacological Data)

physiological behaviour discussed

Liu, Sheng; Wei, Wanxing; Li, Yubin; Liu, Xu; Cao, Xiaoji; Lei, Kechan; Zhou, Min; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 473 - 482, View in Reaxys 4 of 22

Comment (Pharmacological Data)

physiological behaviour discussed

Tomy, Muringayil J.; Sharanya, Chelankara S.; Dileep, Kalarickal V.; Prasanth, Shankar; Sabu, Abudulhameed; Sadasivan, Chittalakkottu; Haridas, Madathilkovilakathu; Chemical Biology and Drug Design; vol. 85; nb. 6; (2015); p. 715 - 721, View in Reaxys 5 of 22

Comment (Pharmacological Data)

physiological behaviour discussed

Caboni, Pierluigi; Aissani, Nadhem; Cabras, Tiziana; Falqui, Andrea; Marotta, Roberto; Liori, Barbara; Ntalli, Nikoletta; Sarais, Giorgia; Sasanelli, Nicola; Tocco, Graziella; Journal of Agricultural and Food Chemistry; vol. 61; nb. 8; (2013); p. 1794 - 1803, View in Reaxys 6 of 22

Comment (Pharmacological Data)

physiological behaviour discussed

Effect (Pharmacological Data)

D-GalN-induced hepatocyte death; increase of

Species or Test-System (Pharmacological Data)

hepatocytes of ddY mouse

Concentration (Pharmacological Data)

3 μmol/l

Kind of Dosing (Pharmacological Data)

solution in fresh medium containing fetal calf serum, penicillin G and streptomycin

Further Details (Pharmacological Data)

D-GalN: D-galactosamine

Type (Pharmacological Data)

percent increase

Value of Type (Pharmacological Data)

3 percent

Matsuda, Hisashi; Ninomiya, Kiyofumi; Morikawa, Toshio; Yasuda, Daisuke; Yamaguchi, Itadaki; Yoshikawa, Masayuki; Bioorganic and Medicinal Chemistry; vol. 17; nb. 20; (2009); p. 7313 - 7323, View in Reaxys 8 of 22

Effect (Pharmacological Data)

D-GalN-induced hepatocyte death; suppression of

Species or Test-System (Pharmacological Data)

hepatocytes of ddY mouse

Concentration (Pharmacological Data)

10 - 100 μmol/l

Kind of Dosing (Pharmacological Data)

solution in fresh medium containing fetal calf serum, penicillin G and streptomycin

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Further Details (Pharmacological Data)

D-GalN: D-galactosamine; percent inhibition is concentration-dependent

Type (Pharmacological Data)

percent inhibition

Value of Type (Pharmacological Data)

0 - 11 percent

Effect (Pharmacological Data)

D-GalN-induced hepatocyte death; suppression of

Species or Test-System (Pharmacological Data)

hepatocytes of ddY mouse

Concentration (Pharmacological Data)

10 μmol/l

Kind of Dosing (Pharmacological Data)

solution in fresh medium containing fetal calf serum, penicillin G and streptomycin

Further Details (Pharmacological Data)

D-GalN: D-galactosamine

Results

no effect

Effect (Pharmacological Data)

D-GalN/TNF-α-induced hepatocyte death; suppression of

Species or Test-System (Pharmacological Data)

hepatocytes of ddY mouse

Concentration (Pharmacological Data)

3 - 30 μmol/l

Kind of Dosing (Pharmacological Data)

solution in fresh medium containing fetal calf serum, penicillin G and streptomycin

Further Details (Pharmacological Data)

D-GalN: D-galactosamine; TNF-α: tumor necrosis factor-α; percent inhibition is concentration-dependent

Type (Pharmacological Data)

percent inhibition

Value of Type (Pharmacological Data)

20 - 39 percent

Effect (Pharmacological Data)

TNF-α-induced hepatocyte death; increase of

Species or Test-System (Pharmacological Data)

L929 cells

Concentration (Pharmacological Data)

10 μmol/l

Kind of Dosing (Pharmacological Data)

DMSO solution diluted in medium containing actinomycin D

Further Details (Pharmacological Data)

TNF-α: tumor necrosis factor-α

Type (Pharmacological Data)

percent increase

Value of Type (Pharmacological Data)

4 percent

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12 of 22

Effect (Pharmacological Data)

TNF-α-induced hepatocyte death; suppression of

Species or Test-System (Pharmacological Data)

L929 cells

Concentration (Pharmacological Data)

3 - 100 μmol/l

Kind of Dosing (Pharmacological Data)

DMSO solution diluted in medium containing actinomycin D

Further Details (Pharmacological Data)

TNF-α: tumor necrosis factor-α; percent inhibition is concentration-dependent

Type (Pharmacological Data)

percent inhibition

Value of Type (Pharmacological Data)

0 - 10 percent

Effect (Pharmacological Data)

LPS-induced NO production; inhibition of

Species or Test-System (Pharmacological Data)

peritoneal macrophages of ddY mouse

Concentration (Pharmacological Data)

3 - 100 μmol/l

Kind of Dosing (Pharmacological Data)

solution in fresh medium containing fetal calf serum, penicillin G and streptomycin

Further Details (Pharmacological Data)

LPS: lipopolysaccharide; percent inhibition is concentration-dependent

Type (Pharmacological Data)

percent inhibition

Value of Type (Pharmacological Data)

1 - 7 percent

Effect (Pharmacological Data)

cytoprotective

Species or Test-System (Pharmacological Data)

hepatocytes of ddY mouse

Sex

male

Concentration (Pharmacological Data)

3 - 30 μmol/l

Method (Pharmacological Data)

primary cultured cells; cultured with title comp. in the presence of 1 mM D-GalN and 20 ng/ml TNF-α at 37 deg C for 20 h; cell viability assessed by using 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide colorimetric assay

Further Details (Pharmacological Data)

D-GalN/TNF-α alone-treated cells; D-GalN: D-galactosamine hydrochloride

Results

title comp. was found to have conc.-dependent inhibitory effect on D-GalN/TNF-α-induced death of hepatocytes; tab.

Matsuda, Hisashi; Ninomiya, Kiyofumi; Morikawa, Toshio; Yasuda, Daisuke; Yamaguchi, Itadaki; Yoshikawa, Masayuki; Bioorganic and Medicinal Chemistry Letters; vol. 18; nb. 6; (2008); p. 2038 - 2042, View in Reaxys 15 of 22

Effect (Pharmacological Data)

luciferase activity; induction of

Species or Test-System (Pharmacological Data)

CRE-luciferase transfected cells, expressing olfr-62 odorant receptor

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Method (Pharmacological Data)

Previous studies demonstrated that single olfactory neurons that are activated by aliphatic alcohols and acids express specific ORs, primarily class I (fish-like) ORs (see, e.g., Malnic, B., et al. (1999) Cell 96, 713-723; Zhang, X., and Firestein, S. (2002) Nat Neurosci 5, 124-133; each herein incorporated by reference in their entireties). Four ORs (S6/79, S18, S46 and S50) previously assayed using other techniques (see, e.g., Malnic, B., et al. (1999) Cell 96, 713-723; herein incorporated by reference in its entirety) were tested against an assay panel of aliphatic alcohols, aldehydes and acids and some other odorants. Additionally, five "orphan" class I ORs (MOR23-1, MOR31-4, MOR31-6, MOR32-5 and MOR32-11) whose cognate ligands were unknown were tested. At a suprathreshold concentration of 100 uM, all these ORs were odorant selective, responding to only a small subset of the odorants tested (see FIG. 11A). This specificity was retained at lower, more physiologically relevant concentrations. Many of these ORs responded to odorants present in micromolar concentrations. The cell-surface expression of these ORs by livingcell immunofluorescence were evaluated. Some ORs (S18, MOR31-4, MOR31-6 and MOR32-5) were strongly expressed while other ORs (S6, S50, MOR23-1, MOR32-11) were weakly expressed (see FIG. 12). The present invention is not limited to a particular mechanism. Indeed, an understanding of the mechanism is not necessary to practice the present invention. Nonetheless, these results suggest that weak expression was sufficient to produce a significant response to odorants at physiologically relevant concentrations. Finally, two additional orphan class II ORs, MOR203-1 and olfr62, were tested against a panel of 139 odorants. MOR203-1 responded to high concentrations of nonanoic acid (see FIG. 11B). Olfr62 responded to coumarine and piperonal (see FIG. 11C). Several related aromatic compounds were next tested and 2-coumaranone was identified as a preferred ligand for olfr62 (see FIG. 11C). When parental 293T cells for these ORs were used in this luciferase assay, little or no response to the odorants was observed. The present invention is not limited to a particular mechanism. Indeed, an understanding of the mechanism is not necessary to pract Luciferase Assay Dual-Glo system (Promega) for luciferase assay was used. CRE-Luciferase (Stratagene) was used to measure the receptor activities. Renilla luciferase driven by constitutively active SV40 promoter (pRL-SV40: Promega) was used as an internal control. Cells were plated on poly-D-lysine coated 96 well plates (BIOCOAT, Beckton Dickinson). After 8 hours (for experiments shown in FIG. 8B and 8C) or 12 hours (for experiments shown in FIG. 8D and FIG. 11) after transfection, the medium was replaced with CD293 chemically defined medium (Invitrogen) and the plates were incubated for one hour at 37 degrees C. The medium was replaced with 50 ul of odorant solutions dissolved in CD293 and incubated for 10 hours (for experiments shown in FIG. 8B and 8C) or 4 hours (for experiments shown in FIG. 8D and FIG. 11) at 37 degrees C. The manufacture's protocol for measuring luciferase and Renilla luciferase activities was followed. Luminescence was measured using Wallac Victor 1420 (Perkin-Elmer). Normalized luciferase activity was calculated as [Luc (N)-Luc (0)]/RL (N), where Luc (N)=Luminescent count of a certain well, Luc (0)=Luminescent count without odorant for each OR, and RL (N)=Luminescent count of Renilla Luciferase of each well. For cAMP assays, cells were plated onto 24-well plate. OREG or OREG/Golf cDNA was transfected into Hana3a or HEK293-Tcells, respectively. 14 hours after transfection, the cells were incubated in CD293 for 2 hrs, and exposed to eugenol or isoproterenol in MEM containing 10 mM Hepes and 500 uM IBMX for 5 min. cAMP-Screen Direct System (Applied Biosystems) was used to measure the cAMP levels. Prism software (Graphpad) was used for data analysis.

Results

receptor responded to the test compound; figure given

Location

Page/Page column 4; 37-38; 41; sheet 13

Patent; Duke University; US2006/57640; (2006); (A1) English, View in Reaxys 16 of 22

Effect (Pharmacological Data)

behavioural symptoms

Species or Test-System (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

peroral

Concentration (Pharmacological Data)

2000 mg/kg

Method (Pharmacological Data)

rats treated with title comp.; fasted until necropsy performed 24 h later; observations made at and prior to necropsy

Results

rats were inactive, stomach food filled in 3 of 3 rats treated with title comp.

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McMillian, Michael; Nie, Alex Y.; Parker, J. Brandon; Leone, Angelique; Kemmerer, Michael; Bryant, Stewart; Herlich, Judy; Yieh, Lynn; Bittner, Anton; Liu, Xuejun; Wan, Jackson; Johnson, Mark D.; Biochemical Pharmacology; vol. 67; nb. 11; (2004); p. 2141 - 2165, View in Reaxys 17 of 22

Effect (Pharmacological Data)

antifeedant

Species or Test-System (Pharmacological Data)

Hylobius abietis

Method (Pharmacological Data)

Structure Code name | Source* | AFI/ED 50 Compound type I DHCNOH Synthesis 0. 96 2. 0 hou HO- -A Cn-epox Synthesis 1. 000. 52 B2 Synthesis 0. 82 O. xx ... Her . B34 Synthesis 0. 59 i Ho Compound type II No.40 Synthesis 1. 00 CHO HO No.54 Synthesis 1. 00 Me No.55 Synthesis 0. 77 rr "HO No.56 Commercial 1. 00 C8, 068-7 CHO B5 alt. CE7 Synthesis 1. 00 Me Mea"- HO CE8 Synthesis 1. 00 Me CE10 Synthesis 0. 94 OMe CE11 Synthesis 1. 00 sqzCHO MeO+OMe CE14 Synthesis 0. 84 Mem OMe Compound type 111 oit No.3 Commercial 1. 00 met 39, 082-8 No.8 Commercial 1. 00 Me H 16, 737-1 + I OMe No.14 Commercial 0. 74 Me CHO 14, 375-8 Me OH No.18 Commercial 0. 74 i D4, 740-4 No.19 Synthesis 0. 42 OH OH No.22 Commercial 0. 87 Ruz 179-1 HO No.45 Commercial 1. 00 P4, 910-4 No.47 Synthesis 0. 94 OH OH i jfY OH No.51 Commercial 0. 83 T7, 650-3 oH o Hq Commercial 1. 00 Oxx XD H4, 700-3 _ B 11 Commercial 1. 00 CHO 10, 962-2 Me *The commercial chemicals are bought from Aldrich. Denominations are their catalogue numbers from the 2000-2001 catalogue. AFI in the table above has been determined in accordance with the following. In order to fulfil the need for testing small amounts of synthetic compounds and extracts a micro feeding test was developed. Alternative substrates for testing of antifeedant compounds with regard to the pine weevil, Hylobius abietis, was searched for, as host plant-twigtest consumes too large amounts of compound for routine testing of series of synthetic compounds or extracts or their fractions. Furthermore, the twig cortex consumption a long time for exposure and determination. A simple set-up consisting of 5 x 5 mm pieces of thin layer chromatography plates was made. They were used in pair for the choice of biotest, attached to a strip of double adhesive tape in a 9 cm Petri dish. After application of 1.5 [U. L] of 10 percent solutions and evaporation of the solvent, each plate obtained a 5 [J-D] amount of 1 M of succrose in water as feeding stimulant. A 1 day starvation which is enough for the twig test replaced a 6-7 days of starvation which gave a significant death prior to or after the test. The test period is 4 hrs, the plates and the animals were kept at [+25°C,] 65percent RH, 2000 lux and 20: 4 light: dark cycle. The correlation of biological non-eating activity with that of the twig test was excellent, which shows a good accuracy. For a simple comparison between different types of feeding tests, [ANTIFEEDANTINDEX,] AFI, was used: Amount fed at Control-Amount fed at Treatment [ AFI =] Amount fed at Control + Amount fed at Treatment An AFI = 1 indicates a total protection against feeding (feed intake) (maximal anti-gnaw effect), an AFI = 0 is no effect, while an AFI =-1 indicates perfect feed stimulation (i. e., gnawing).

Results

AFI=1.00

Location

Page 11

Comment (Pharmacological Data)

potential area of application: agro

Patent; FORSKARPATENT I SYD AB; WO2004/2224; (2004); (A1) English, View in Reaxys 18 of 22

Effect (Pharmacological Data)

antioxidant

Species or Test-System (Pharmacological Data)

Wistar rat liver mitochondria

Sex

male

Method (Pharmacological Data)

in vitro; effect on ascorbate/Fe2+-induced lipid peroxidation assayed; Tris-HCl buffer, pH 7.4; sucrose; 10 μM FeSO4; 40 μM sodium ascorbate; 37 deg C; incub. for 20 min; lipid peroxidation assessed by measuring oxygen uptake

Further Details (Pharmacological Data)

dl-α-tocopherol with IC50 value of 16 μM used as positive control

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

> 100 μmol/l

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Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 19 of 22

Effect (Pharmacological Data)

antioxidant

Species or Test-System (Pharmacological Data)

Wistar rat liver microsomes

Sex

male

Method (Pharmacological Data)

in vitro; effect on NADPH-induced lipid peroxidation assayed; 50 mM potassium phosphate buffer, pH 7.4; 10 μM FeSO4; 20 mM NaCl; NADPH-generating system; 37 deg C; incub. for 7.5 min; lipid peroxidation measured by TBA method

Further Details (Pharmacological Data)

TBA: thiobarbituric acid; dl-α-tocopherol with IC50 value of > 1000 μM used as positive control

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

> 1000 μmol/l

Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 20 of 22

Effect (Pharmacological Data)

antioxidant

Species or Test-System (Pharmacological Data)

Wistar rat liver microsomes

Sex

male

Method (Pharmacological Data)

in vitro; effect on CCl4-induced lipid peroxidation assayed; 50 mM potassium phosphate buffer, pH 7.4; 3.4 mM CCl4; 20 mM NaCl; 0.6 mM EDTA; NADPH-generating system; 37 deg C; incub. for 7.5 min; lipid peroxidation measured by TBA method

Further Details (Pharmacological Data)

TBA: thiobarbituric acid; dl-α-tocopherol with IC50 value of 22 μM used as positive control

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

> 1000 μmol/l

Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 21 of 22

Effect (Pharmacological Data)

antioxidant

Species or Test-System (Pharmacological Data)

lecithin liposomes

Method (Pharmacological Data)

in vitro; effect on Fe2+-induced lipid peroxidation assayed; 50 mM potassium phosphate buffer, pH 7.4; 1 mM FeSO4; 25 deg C; incub. for 60 min; lipid peroxidation measured by TBA method

Further Details (Pharmacological Data)

TBA: thiobarbituric acid; dl-α-tocopherol with IC50 value of 18 μM used as positive control

Type (Pharmacological Data)

IC50

Value of Type (Pharmacological Data)

> 1000 μmol/l

Uchida, Mihoko; Nakajin, Shizuo; Toyoshima, Satoshi; Shinoda, Masato; Biological and Pharmaceutical Bulletin; vol. 19; nb. 4; (1996); p. 623 - 626, View in Reaxys 22 of 22

Effect (Pharmacological Data)

immunotoxicity

Species or Test-System (Pharmacological Data)

CD-1 mice

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Sex

female

Route of Application

peroral

Concentration (Pharmacological Data)

313 - 1250 mg/kg

Exposure Period (Pharmacological Data)

Method (Pharmacological Data)

daily dose; vehicle: 1 percent MC; anti-sheep red blood cell (SRBC) plaque-forming cell (PFC) assay; total spleen activity; specific cellular activity

Further Details (Pharmacological Data)

high dose: minimal toxicity based on body weight or clinical observation

Comment (Pharmacological Data)

No effect

Gaworski; Vollmuth; Dozier; Heck; Dunn; Ratajczak; Thomas; Food and Chemical Toxicology; vol. 32; nb. 5; (1994); p. 409 - 415, View in Reaxys Ecotoxicology (2) 1 of 2

Effect (Ecotoxicology)

microbial activity; effect on

Species or Test-System (Ecotoxicology)

indigenous soil microorganisms

Concentration (Ecotoxicology)

10 - 1000 mg/kg

Kind of Dosing (Ecotoxi- title comp. dissolved in acetone cology) Method (Ecotoxicology)

soils spiked with title comp.; incubated for 14 d at 21 deg C; potential nitrification determined by addition solution (NH4)4SO4 with sodium chlorate and shaked for 5 h

Further Details (Ecotoxi- soil from suburban area south of Adelaide, South Australia: campus soil or garden soil cology) (depth of 0-10 cm, clay 12.5-25 percent, silt 10-22.5 percent, sand 52.5-77.5 percent, pH 7.5-8.5, total carbon 3.01-4.98 percent); water and acetone as controls; duplicate experiments Results

title comp. inhibited potential nitrification at 1000 ppm in campus and in garden soils over that in the acetone control (acetone inhibited potential nitrification, histograms)

Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys 2 of 2

Effect (Ecotoxicology)

microbial activity; effect on

Species or Test-System (Ecotoxicology)

dehydrogenase

Concentration (Ecotoxicology)

10 - 1000 mg/kg

Kind of Dosing (Ecotoxi- title comp. dissolved in acetone cology) Method (Ecotoxicology)

soils spiked with title comp.; incubated for 10 d at 21 deg C; dehydrogenase activity measured by incubation at 37 deg C for 24 h with 2,3,5-triphenyltetrazolium chloride for the production of triphenyltetrazolium formazan

Further Details (Ecotoxi- soil from suburban area south of Adelaide, South Australia: campus or garden soils (depth cology) of 0-10 cm, clay 12.5-25 percent, silt 10-22.5 percent, sand 52.5-77.5 percent, pH 7.5-8.5, total carbon 3.01-4.98 percent); water and acetone as controls; duplicate experiments Results

title comp. stimulated dehydrogenase activity in campus and garden soils at all conc. (histograms)

Scott; Janusz; Perkins; Megharaj; Naidu; Kirkbride; Bulletin of Environmental Contamination and Toxicology; vol. 70; nb. 4; (2003); p. 824 - 831, View in Reaxys Use (53) Use Pattern Detergent

Location

References

Page/Page column title page; 7

Patent; Henkel AG and Co. KGaA; US2012/3326; (2012); (A1) English, View in Reaxys

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aftertreatment agent

Page/Page column title page; 7

Patent; Henkel AG and Co. KGaA; US2012/3326; (2012); (A1) English, View in Reaxys

cleaning agent

Page/Page column title page; 7

Patent; Henkel AG and Co. KGaA; US2012/3326; (2012); (A1) English, View in Reaxys

fragrance for washing agent

Page/Page column title page; 7

Patent; Henkel AG and Co. KGaA; US2012/3326; (2012); (A1) English, View in Reaxys

washing, cleaning, pretreating and/or conditioning of textiles

Page/Page column title page; 7

Patent; Henkel AG and Co. KGaA; US2012/3326; (2012); (A1) English, View in Reaxys

An elasmobranch repellent

Page/Page column 19

Patent; SHARK DEFENSE L.L.C.; US2010/16346; (2010); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of undesirable oral cavity conditions

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of caries

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of microbial infection

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of plaque

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of calculus

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of stain

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of oral malodor

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Protectant in an oral care composition use for prevention of dental erosion

Patent; The Procter and Gamble Company; US2008/8665; (2008); (A1) English, View in Reaxys

Pest control

Patent; Enan, Essam; US2008/20078; (2008); (A1) English, View in Reaxys

Compositions and personal care products

Patent; GIVAUDAN SA; WO2008/71027; (2008); (A1) English, View in Reaxys

Skin lightening

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/113495; (2008); (A2) English, View in Reaxys

perfume composition

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/107140; (2008); (A1) English, View in Reaxys

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delivering enhanced positive tactile perception of consumer compositions

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/107140; (2008); (A1) English, View in Reaxys

fragrance composition in hard surface-cleaning composition

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/107140; (2008); (A1) English, View in Reaxys

delivering suppressed negative tactile perception of consumer compositions

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/107140; (2008); (A1) English, View in Reaxys

suppression of negative tactile perception of consumer product compositions

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/107140; (2008); (A1) English, View in Reaxys

promotion of positive tactile perception of substrates treated with consumer compositions

Patent; QUEST INTERNATIONAL SERVICES B.V.; WO2008/107140; (2008); (A1) English, View in Reaxys

fragrance material having a cosmetic function

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

perfumed personal care product

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

personal cleansing product

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

household product

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

laundry product

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

masking

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

skin conditioning

Patent; Takasago International Corporation; EP1964542; (2008); (A1) English, View in Reaxys

oral care composition comprising rod-shaped apatite crystals

Patent; UNILEVER N.V.; UNILEVER PLC; EP1762215; (2007); (A1) English, View in Reaxys

flavour component

Patent; UNILEVER N.V.; UNILEVER PLC; EP1762215; (2007); (A1) English, View in Reaxys

reducing alpha activity

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

ingredient for improving sleep behaviors

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

improvement in mood state

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

tension-anxiety

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

anger-hostility

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

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fatigue-inertia

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

confusion-bewilderment

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

depression-dejection

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

vigor-activity

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

sensory fragrances

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

perfumery material

Patent; Luedtke, Kathryn; Wiegand, Benjamin; US2007/207220; (2007); (A1) English, View in Reaxys

Initial ligand screening for MOR203-1

Patent; Duke University; US2006/57640; (2006); (A1) English, View in Reaxys

Initial ligand screening for olfr62

Patent; Duke University; US2006/57640; (2006); (A1) English, View in Reaxys

Oral care composition

Patent; Conopco Inc, d/b/a UNILEVER; US2006/280697; (2006); (A1) English, View in Reaxys

Flavour component

Patent; Conopco Inc, d/b/a UNILEVER; US2006/280697; (2006); (A1) English, View in Reaxys

oral care composition

Patent; UNILEVER N.V.; UNILEVER PLC; HINDUSTAN LEVER LIMITED; WO2006/131203; (2006); (A1) English, View in Reaxys

oil soluble agent

Patent; UNILEVER N.V.; UNILEVER PLC; HINDUSTAN LEVER LIMITED; WO2006/131203; (2006); (A1) English, View in Reaxys

flavour

Patent; UNILEVER N.V.; UNILEVER PLC; HINDUSTAN LEVER LIMITED; WO2006/131203; (2006); (A1) English, View in Reaxys

effervescent pressed gum tablet composition

Patent; CADBURY ADAMS USA LLC; US2006/78508; (2006); (A1) English, View in Reaxys

flavor agent of effervescent system

Patent; CADBURY ADAMS USA LLC; US2006/78508; (2006); (A1) English, View in Reaxys

Flavour or fragrance ingridient of delivery system

Patent; FIRMENICH SA; WO2003/105786; (2003); (A2) English, View in Reaxys

Isolation from Natural Product (8) Isolation from References Natural Product fruits of Piper Matsuda, Hisashi; Ninomiya, Kiyofumi; Morikawa, Toshio; Yasuda, Daisuke; Yamaguchi, Itadaki; chaba; purchased Yoshikawa, Masayuki; Bioorganic and Medicinal Chemistry; vol. 17; nb. 20; (2009); p. 7313 - 7323, in Thailand View in Reaxys fruit of Piper chaba Hunter (Piperaceae) (syn. P. retrofractum Vahl.)

cold methanol ex- Chen, Yu-Chang; Liao, Chang-Hui; Chen, Ih-Sheng; Phytochemistry; vol. 68; nb. 15; (2007); p. 2101 tract of the stems 2111, View in Reaxys of Piper philippinum Miq. (Piper kwashoense Hayata)(Piperaceae) collected from Lanyu Island, Taitung County, Taiwan in July 2000

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roots and stems Adesina; Olugbade; Akinwusi; Bergenthal; Pharmazie; vol. 52; nb. 9; (1997); p. 720 - 724, View in Reaxys from Zanthoxylum lemairie (De Wild) Waterm. (syn Fagara lemairie Engl.), collected near Benin-city, Nigeria Petersiliensamenoel, Erwaermen mit aethanol. KOH

Dallacker et al.; Monatshefte fuer Chemie; vol. 91; (1960); p. 1089,1096, View in Reaxys

Ueber Vorkommen in einem Veilchenbluetenextraktoel

Walbaum; Rosenthal; Journal fuer Praktische Chemie (Leipzig); vol. <2>124; (1929); p. 60; Ber.Schimmel Jubilaeums-Ausgabe; (1929); p. 214, View in Reaxys

Piperonal findet Pritzker; Jungkunz; Z. Unters. Lebensm.; vol. 55; p. 428; Chem. Zentralbl.; vol. 99; nb. II; (1928); p. 1726, sich in Tahiti-VaView in Reaxys; Gnadinger; Industrial and Engineering Chemistry; vol. 18; (1926); p. 588; Chem. Zentralbl.; nille und Vanillons vol. 97; nb. II; (1926); p. 838, View in Reaxys im aetherischen Oel der Blueten von Robinia Pseudacacia

Elze; Chemiker-Zeitung, Chemische Apparatur; vol. 34; (1910); p. 814, View in Reaxys

Reaxys ID 11721677 View in Reaxys

2/17 CAS Registry Number: 923924-69-0 Chemical Name: 2,2-dideuterio-1,3-benzodioxole-5-carbaldehyde; d2-piperonal; 2,2-dideuterobenzo[d][1,3]dioxole-5-carbaldehyde; benzo[d][1,3]-dioxole-2,2-d2-5-carbaldehyde; 2,2-d2benzo[d][1,3]dioxole-5-carbaldehyde; d2-benzo[1,3]dioxole-5carbaldehyde; d2-3,4-methylenedioxybenzaldehyde Linear Structure Formula: C8H4 (2)H2O3 Molecular Formula: C8H6O3 Molecular Weight: 152.118 InChI Key: SATCULPHIDQDRE-BFWBPSQCSA-N Note:

Substance Label (2) Label References IX

Uttamsingh, Vinita; Gallegos, Richard; Liu, Julie F.; Harbeson, Scott L.; Bridson, Gary W.; Cheng, Changfu; Wells, David S.; Graham, Philip B.; Zelle, Robert; Tung, Roger; Journal of Pharmacology and Experimental Therapeutics; vol. 354; nb. 1; (2015); p. 43 - 54, View in Reaxys

XIV

Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/35652; (2009); (A1) English, View in Reaxys

Patent-Specific Data (4) Location in Patent References Page/Page column

Patent; Le Diguarher, Thierry; Casara, Patrick; Starck, Jérôme-Benoît; Henlin, Jean-Michel; Davidson, James Edward Paul; Murray, James Brooke; Graham, Christopher John; Chen, I-Jen; Geneste, Olivier; Hickman, John; Depil, Stéphane; Le Tiran, Arnaud; Nyerges, Miklos; De Nanteuil, Guillaume; US2015/51189; (2015); (A1) English, View in Reaxys Patent; AUSPEX PHARMACEUTICALS, INC.; RAO, Tadimeti; ZHANG, Chengzhi; WO2011/11420; (2011); (A2) English, View in Reaxys Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/35652; (2009); (A1) English, View in Reaxys Patent; Tung, Roger; US2007/37815; (2007); (A1) English, View in Reaxys

Crystal Property Description (4) Colour & Other References Properties

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brown

light-brown

Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/35652; (2009); (A1) English, View in Reaxys

light-yellow

Patent; AUSPEX PHARMACEUTICALS, INC.; WO2007/146124; (2007); (A2) English, View in Reaxys; Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/35652; (2009); (A1) English, View in Reaxys

yellow

Patent; AUSPEX PHARMACEUTICALS, INC.; WO2008/16677; (2008); (A2) English, View in Reaxys

NMR Spectroscopy (4) 1 of 4

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectroscopy) [MHz]

400

Original Text (NMR Spectroscopy)

1H-NMR: δ: (400 MHz; dmso-d6; 300° K): 9.8 (s, 1H, H aldehyde); 7.4-6.95 (m, 3H, H aromatic)

Location

Paragraph 0079

Signals [ppm]

9.8; 6.95 - 7.4

Kind of signal

s, 1H, H aldehyde; m, 3H, H aromatic

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

300 MHz 1HNMR (XIV) (CDCl3) δ = 6.89, 6.92 (d, IH); 7.30, 7.31, 7.37, 7.38, 7.40, 7.41 (m, 2H); and 9.79 (s, IH).

Comment (NMR Spectroscopy)

Signals given

Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/35652; (2009); (A1) English, View in Reaxys 3 of 4

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

1HNMR

Comment (NMR Spectroscopy)

Signals given

(300MHz, CDCl3): δ 9.80 (s, IH), 7.42-7.27 (m, 2H), 6.92 (d, J= 7.8 Hz, IH).

Patent; AUSPEX PHARMACEUTICALS, INC.; WO2008/16677; (2008); (A2) English, View in Reaxys 4 of 4

Nucleus (NMR Spectroscopy)

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Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Original Text (NMR Spectroscopy)

Comment (NMR Spectroscopy)

Signals given

NMR (300 MHz, CDCl3) δ 7.09 (m, 1 H), 7.40 (s, 1 H)5 7.60 (m, IH), 9.86 (s, IH).

Patent; AUSPEX PHARMACEUTICALS, INC.; WO2007/146124; (2007); (A2) English, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Original Text (IR Spectroscopy)

IR: ν: C=O aldehyde: 1670 cm-1

Location

Paragraph 0080

Comment (Pharmacological Data)

Bioactivities present

Patent; AUSPEX PHARMACEUTICALS, INC.; WO2007/146124; (2007); (A2) English, View in Reaxys; Patent; AUSPEX PHARMACEUTICALS, INC.; WO2008/16677; (2008); (A2) English, View in Reaxys; Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/35652; (2009); (A1) English, View in Reaxys; Patent; Tung, Roger; US2007/37815; (2007); (A1) English, View in Reaxys; Patent; CONCERT PHARMACEUTICALS INC.; WO2007/16431; (2007); (A2) English, View in Reaxys; Patent; Gant, Thomas G.; Sarshar, Sepehr; US2007/112031; (2007); (A1) English, View in Reaxys; Patent; AUSPEX PHARMACEUTICALS, INC.; RAO, Tadimeti; ZHANG, Chengzhi; WO2011/11420; (2011); (A2) English, View in Reaxys; Patent; Le Diguarher, Thierry; Casara, Patrick; Starck, Jérôme-Benoît; Henlin, Jean-Michel; Davidson, James Edward Paul; Murray, James Brooke; Graham, Christopher John; Chen, I-Jen; Geneste, Olivier; Hickman, John; Depil, Stéphane; Le Tiran, Arnaud; Nyerges, Miklos; De Nanteuil, Guillaume; US2015/51189; (2015); (A1) English, View in Reaxys; Uttamsingh, Vinita; Gallegos, Richard; Liu, Julie F.; Harbeson, Scott L.; Bridson, Gary W.; Cheng, Changfu; Wells, David S.; Graham, Philip B.; Zelle, Robert; Tung, Roger; Journal of Pharmacology and Experimental Therapeutics; vol. 354; nb. 1; (2015); p. 43 - 54, View in Reaxys; Patent; Sepehr Sarshar; Thomas G.Gant; US2009/291958; (A1); (2009), View in Reaxys

Reaxys ID 4935688 View in Reaxys

3/17 Chemical Name: HgCl2*piperonal; piperonal; compound with mercury (II)-chloride; Piperonal; Verbindung mit Quecksilber(II)chlorid; HgCl2*Piperonal Linear Structure Formula: HgCl2*C8H6O3 Molecular Formula: C8H6O3*Cl2Hg Molecular Weight: 421.63 Type of Substance: heterocyclic InChI Key: STCYOUYVWULVRK-UHFFFAOYSA-N Note:

Cl 2Hg

Melting Point (2) 1 of 2

Melting Point [°C]

84 - 86

Marini-Bettolo; Paoloni; Gazzetta Chimica Italiana; vol. 75; (1945); p. 78,83, View in Reaxys 2 of 2

Melting Point [°C]

84 - 86

vol. Hg: MVol.B4; 1.5, page 1313 - 1319, View in Reaxys; Marini-Bettolo, G. B.; Paoloni, L.; Gazzetta Chimica Italiana; vol. 75; (1945); p. 78 - 86 ; (from Gmelin), View in Reaxys IR Spectroscopy (1)

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1 of 1

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

nujol

Comment (IR Spectroscopy)

5000 - 667 cm**(-1)

Paoloni; Marini-Bettolo; Gazzetta Chimica Italiana; vol. 89; (1959); p. 1972,2001, View in Reaxys

Reaxys ID 163079 View in Reaxys

4/17 CAS Registry Number: 51589-70-9 Chemical Name: α-deuterio-3,4-methylenedioxy-benzaldehyde; α-Deuterio-3,4-methylendioxy-benzaldehyd Linear Structure Formula: C8H5DO3 Molecular Formula: C8H6O3 Molecular Weight: 151.126 Type of Substance: heterocyclic InChI Key: SATCULPHIDQDRE-QYKNYGDISA-N Note:

Melting Point (1) 1 of 1

Melting Point [°C]

36 - 37

Xiao, Sen; Shi, Xiao-Xin; Ni, Feng; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; European Journal of Organic Chemistry; nb. 9; (2010); p. 1711 - 1716, View in Reaxys NMR Spectroscopy (1) 1 of 1

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Location

supporting information

Xiao, Sen; Shi, Xiao-Xin; Ni, Feng; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; European Journal of Organic Chemistry; nb. 9; (2010); p. 1711 - 1716, View in Reaxys IR Spectroscopy (2) 1 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Xiao, Sen; Shi, Xiao-Xin; Ni, Feng; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; European Journal of Organic Chemistry; nb. 9; (2010); p. 1711 - 1716, View in Reaxys 2 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

2070 - 890 cm**(-1)

Eggers; Lingren; Analytical Chemistry; vol. 28; (1956); p. 1328, View in Reaxys Mass Spectrometry (2) Description (Mass References Spectrometry)

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Spectrum

Xiao, Sen; Shi, Xiao-Xin; Ni, Feng; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; European Journal of Organic Chemistry; nb. 9; (2010); p. 1711 - 1716, View in Reaxys

HRMS (High resolution mass spectrometry); EI (Electron impact); Spectrum

Xiao, Sen; Shi, Xiao-Xin; Ni, Feng; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; European Journal of Organic Chemistry; nb. 9; (2010); p. 1711 - 1716, View in Reaxys

Reaxys ID 4935676 View in Reaxys

5/17 Chemical Name: piperonal; compound with cadmium chloride; Piperonal; Verbindung mit Cadmiumchlorid Linear Structure Formula: C8H6O3*CdCl2 Molecular Formula: C8H6O3*CdCl2 Molecular Weight: 333.45 Type of Substance: heterocyclic InChI Key: DZIQDLDPVABEBA-UHFFFAOYSA-N Note:

CdCl 2

Melting Point (1) 1 of 1

Comment (Melting Point)

Unterhalb 240grad bestaendig.

Marini-Bettolo; Baroni; Ricerca Scientifica; vol. 17; (1947); p. 435, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

nujol

Comment (IR Spectroscopy)

5000 - 667 cm**(-1)

Paoloni; Marini-Bettolo; Gazzetta Chimica Italiana; vol. 89; (1959); p. 1972,2001, View in Reaxys

Reaxys ID 11721678 View in Reaxys

O 2H

6/17 Chemical Name: 2-deuterobenzo[d][1,3]dioxole-5-carbaldehyde Linear Structure Formula: C8H5 (2)HO3 Molecular Formula: C8H6O3 Molecular Weight: 151.126 InChI Key: SATCULPHIDQDRE-UICOGKGYSA-N Note:

Patent-Specific Data (1) References Patent; Tung, Roger; US2007/37815; (2007); (A1) English, View in Reaxys Pharmacological Data (1) 1 of 1

Comment (Pharmacological Data)

Bioactivities present

Patent; Tung, Roger; US2007/37815; (2007); (A1) English, View in Reaxys; Patent; CONCERT PHARMACEUTICALS INC.; WO2007/16431; (2007); (A2) English, View in Reaxys

Reaxys ID 16933627 View in Reaxys

7/17

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Chemical Name: cadmium chloride * piperonal adduct; Cadmiumchlorid * Piperonal Addukt Linear Structure Formula: CdCl2*(x)C8H6O3 Molecular Formula: (x)C8H6O3*(x)CdCl2 InChI Key: DZIQDLDPVABEBA-UHFFFAOYSA-N Note:

O O

-1

O -1 CdCl 2

Crystal Property Description (1) Colour & Other References Properties white

Marini-Bettolo, G.; Baroni, G.; Ric. Sci. Ricostr.; vol. 17; (1947); p. 435 - 436, View in Reaxys; vol. Cd: SVol.; 20.1, page 781 - 787 ; (from Gmelin), View in Reaxys

Solubility (MCS) (1) 1 of 1

Comment (Solubility (MCS))

slightly sol. in cold H2O

Marini-Bettolo, G.; Baroni, G.; Ric. Sci. Ricostr.; vol. 17; (1947); p. 435 - 436, View in Reaxys; vol. Cd: SVol.; 20.1, page 781 - 787 ; (from Gmelin), View in Reaxys

Reaxys ID 3754187 View in Reaxys

O 2

8/17

O Cl

Chemical Name: piperonal; compound with tin tetrachloride; Piperonal; Verbindung mit Zinntetrachlorid Linear Structure Formula: 2C8H6O3*Cl4Sn Molecular Formula: 2C8H6O3*Cl4Sn Molecular Weight: 560.79 Type of Substance: heterocyclic InChI Key: DWABWVJXMCNDBF-UHFFFAOYSA-J Note:

Sn ClCl

Melting Point (1) 1 of 1

Comment (Melting Point)

Decomp.at:>130 degreeC.

Pfeiffer; Justus Liebigs Annalen der Chemie; vol. 383; (1911); p. 143, View in Reaxys Crystal Property Description (1) Colour & Other References Properties Pulver

Pfeiffer; Justus Liebigs Annalen der Chemie; vol. 383; (1911); p. 143, View in Reaxys

Reaxys ID 3754947 View in Reaxys

O 2 O

9/17 Chemical Name: piperonal; compound with tin tetrabromide; Piperonal; Verbindung mit Zinntetrabromid Linear Structure Formula: 2C8H6O3*Br4Sn Molecular Formula: Br4Sn*2C8H6O3 Molecular Weight: 738.594 Type of Substance: heterocyclic InChI Key: OPXSRYRMENKKAE-UHFFFAOYSA-J Note:

O Br

Sn BrBr

Melting Point (1) 1 of 1

Melting Point [°C]

150

Comment (Melting Point)

schwarze Fluessigkeit.

Pfeiffer; Justus Liebigs Annalen der Chemie; vol. 383; (1911); p. 143, View in Reaxys Crystal Property Description (1) Colour & Other References Properties

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hellgelbes Pulver

Pfeiffer; Justus Liebigs Annalen der Chemie; vol. 383; (1911); p. 143, View in Reaxys

Reaxys ID 3783299 View in Reaxys

O 2

10/17

Chemical Name: piperonal; compound with acetic acid anhydride; Piperonal; Verbindung mit Acetanhydrid Linear Structure Formula: 2C8H6O3*C4H6O3 Molecular Formula: C4H6O3*2C8H6O3 Molecular Weight: 402.358 Type of Substance: heterocyclic InChI Key: RQYMZNIIZKREPC-UHFFFAOYSA-N Note:

Melting Point (1) 1 of 1

Melting Point [°C]

51.2

Jorissen; van der Beek; Recueil des Travaux Chimiques des Pays-Bas; vol. 43; (1924); p. 588, View in Reaxys Liquid/Solid Systems (MCS) (1) 1 of 1

Description (Liquid/Solid Eutectic Systems (MCS)) Partner (Liquid/Solid Systems (MCS))

piperonal

Jorissen; van der Beek; Recueil des Travaux Chimiques des Pays-Bas; vol. 43; (1924); p. 588, View in Reaxys

Reaxys ID 3783613 View in Reaxys

11/17

Chemical Name: piperonal; compounds with acetic acid anhydride; Piperonal; Verbindungen mit Acetanhydrid Linear Structure Formula: C8H6O3*C4H6O3 Molecular Formula: C4H6O3*C8H6O3 Molecular Weight: 252.224 Type of Substance: heterocyclic InChI Key: RQYMZNIIZKREPC-UHFFFAOYSA-N Note:

Melting Point (1) 1 of 1

Melting Point [°C]

58.5

Jorissen; van der Beek; Recueil des Travaux Chimiques des Pays-Bas; vol. 43; (1924); p. 588, View in Reaxys Liquid/Solid Systems (MCS) (1) 1 of 1

Description (Liquid/Solid Eutectic Systems (MCS)) Temperature (Liquid/ Solid Systems (MCS)) [°C]

30.8

Comment (Liquid/Solid Systems (MCS))

74.5 Mol-percent Piperonal.

Partner (Liquid/Solid Systems (MCS))

piperonal

Jorissen; van der Beek; Recueil des Travaux Chimiques des Pays-Bas; vol. 43; (1924); p. 588, View in Reaxys

Reaxys ID 3797262 View in Reaxys

12/17

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CAS Registry Number: 13704-17-1 Chemical Name: piperonal; trichloroacetate; Piperonal; Trichloracetat Linear Structure Formula: C8H6O3*C2HCl3O2 Molecular Formula: C2HCl3O2*C8H6O3 Molecular Weight: 313.522 Type of Substance: heterocyclic InChI Key: JISPOFVXMSCNLM-UHFFFAOYSA-N Note:

Cl Cl

Melting Point (1) 1 of 1

Melting Point [°C]

Kendall; Gibbons; Journal of the American Chemical Society; vol. 37; (1915); p. 156, View in Reaxys

Reaxys ID 3849578 View in Reaxys

13/17

O O

Chemical Name: piperonal; compound with 1,3,5-trinitro-benzene; Piperonal; Verbindung mit 1,3,5-Trinitro-benzol Linear Structure Formula: C8H6O3*C6H3N3O6 Molecular Formula: C6H3N3O6*C8H6O3 Molecular Weight: 363.24 Type of Substance: heterocyclic InChI Key: IXAAPXJJRPPDDW-UHFFFAOYSA-N Note:

Melting Point (1) 1 of 1

Melting Point [°C]

Sudborough; Beard; Journal of the Chemical Society; vol. 99; (1911); p. 214, View in Reaxys Crystal Property Description (1) Colour & Other References Properties gelbe Tafeln

Sudborough; Beard; Journal of the Chemical Society; vol. 99; (1911); p. 214, View in Reaxys

Reaxys ID 4925914 View in Reaxys

3 O 2

14/17

Chemical Name: piperonal; compound with sulfuric acid; Piperonal; Verbindung mit Schwefelsaeure Linear Structure Formula: 2C8H6O3*3H2O4S Molecular Formula: 2C8H6O3*3H2O4S Molecular Weight: 594.506 Type of Substance: heterocyclic InChI Key: BHHVZJFDBJBPIC-UHFFFAOYSA-N Note:

O S

Melting Point (1) 1 of 1

Melting Point [°C]

70 - 79

Hoogewerff; van Dorp; Recueil des Travaux Chimiques des Pays-Bas; vol. 21; (1902); p. 356, View in Reaxys Crystal Property Description (1) Colour & Other References Properties Tafeln

Hoogewerff; van Dorp; Recueil des Travaux Chimiques des Pays-Bas; vol. 21; (1902); p. 356, View in Reaxys

Reaxys ID 6102665 View in Reaxys

15/17

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HO 2

CAS Registry Number: 13571-78-3; 13704-17-1 Chemical Name: piperonal; compound with trichloro-acetic acid; Piperonal; Verbindung mit Trichlor-essigsaeure Linear Structure Formula: C8H6O3*2C2HCl3O2 Molecular Formula: 2C2HCl3O2*C8H6O3 Molecular Weight: 476.909 Type of Substance: heterocyclic InChI Key: JISPOFVXMSCNLM-UHFFFAOYSA-N Note:

Melting Point (1) 1 of 1

Melting Point [°C]

37.4

Kendall; Gibbons; Journal of the American Chemical Society; vol. 37; (1915); p. 156, View in Reaxys

Reaxys ID 7426158 View in Reaxys

16/17 Chemical Name: 3,4-methylenedioxy<carbonyl-14C>benzaldehyde; 3,4-methylenedioxy(carbonyl-14C)benzaldehyde Linear Structure Formula: C7 (14)CH6O3 Molecular Formula: C8H6O3 Molecular Weight: 152.123 Type of Substance: heterocyclic InChI Key: SATCULPHIDQDRE-DOMIDYPGSA-N Note:

14C

Substance Label (1) Label References 3

Kurosawa; Kanamaru; Nishioka; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 38; nb. 3; (1996); p. 285 - 297, View in Reaxys

NMR Spectroscopy (1) 1 of 1

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Kurosawa; Kanamaru; Nishioka; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 38; nb. 3; (1996); p. 285 - 297, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1695 cm**(-1)

Kurosawa; Kanamaru; Nishioka; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 38; nb. 3; (1996); p. 285 - 297, View in Reaxys

Reaxys ID 10247127 View in Reaxys

17/17 CAS Registry Number: 252663-20-0 Chemical Name: [carbonyl-13C]piperonal Linear Structure Formula: C7 (13)CH6O3 Molecular Formula: C8H6O3 Molecular Weight: 151.123 Type of Substance: heterocyclic

13C

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InChI Key: SATCULPHIDQDRE-AZXPZELESA-N Note: Substance Label (1) Label References 6a

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys

Crystal Property Description (1) Colour & Other References Properties light-yellow

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys

NMR Spectroscopy (3) 1 of 3

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys 2 of 3

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys 3 of 3

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

75.46

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys Mass Spectrometry (1) Description (Mass References Spectrometry) spectrum; chemical ionization (CI)

Haajanen, Kati; Botting, Nigel P.; Steroids; vol. 71; nb. 3; (2006); p. 231 - 239, View in Reaxys

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