(S)-1-Phenyl-2-propanol (P2Pol) [C9H12O] by Asch

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2018-05-22 18h:41m:01s (UTC)

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Search as: As drawn ) AND (IDE.XRN=2553541))

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2018-05-22 18:42:15

Reaxys ID 2553541 View in Reaxys

1/1 CAS Registry Number: 1517-68-6 Chemical Name: (S)-1-phenylpropan-2-ol; (S)-phenyl 2-propanol; (+)-(2S)-1-phenylpropan-2-ol; (S)-(+)-1-phenylpropan-2-ol; (S)-(-)-1phenylpropan-2-ol; (2S)-1-phenylpropan-2-ol; (S)-1-phenyl-propan-2ol Linear Structure Formula: C9H12O Molecular Formula: C9H12O Molecular Weight: 136.194 Type of Substance: isocyclic InChI Key: WYTRYIUQUDTGSX-QMMMGPOBSA-N Note:

Substance Label (51) Label References S-3

de Leeuw, Nicolas; Torrelo, Guzman; Bisterfeld, Carolin; Resch, Verena; Mestrom, Luuk; Straulino, Emanuele; van der Weel, Laura; Hanefeld, Ulf; Advanced Synthesis and Catalysis; vol. 360; nb. 2; (2018); p. 242 - 249, View in Reaxys

(S)-10b

Qu, Ge; Lonsdale, Richard; Yao, Peiyuan; Li, Guangyue; Liu, Beibei; Reetz, Manfred T.; Sun, Zhoutong; ChemBioChem; vol. 19; nb. 3; (2018); p. 239 - 246, View in Reaxys

(S)-2f

Musa, Musa M.; Bsharat, Odey; Karume, Ibrahim; Vieille, Claire; Takahashi, Masateru; Hamdan, Samir M.; European Journal of Organic Chemistry; vol. 2018; nb. 6; (2018); p. 798 - 805, View in Reaxys

4a'

Chen, Bin; Cao, Peng; Liao, Yang; Wang, Min; Liao, Jian; Organic Letters; vol. 20; nb. 5; (2018); p. 1346 - 1349, View in Reaxys

(S)-2a

Musidlowska, Anna; Lange, Stefan; Bornscheuer, Uwe T.; Angewandte Chemie - International Edition; vol. 40; nb. 15; (2001); p. 2851 - 2853, View in Reaxys; Vitale, Paola; Abbinante, Vincenzo Mirco; Perna, Filippo Maria; Salomone, Antonio; Cardellicchio, Cosimo; Capriati, Vito; Advanced Synthesis and Catalysis; vol. 359; nb. 6; (2017); p. 1049 - 1057, View in Reaxys; Hoang, Hai Nam; Nagashima, Yoshihiro; Mori, Shuichi; Kagechika, Hiroyuki; Matsuda, Tomoko; Tetrahedron; vol. 73; nb. 20; (2017); p. 2984 - 2989, View in Reaxys; Alsafadi, Diya; Alsalman, Safaa; Paradisi, Francesca; Organic and Biomolecular Chemistry; vol. 15; nb. 43; (2017); p. 9169 - 9175, View in Reaxys

(S)-1a

Musa, Musa M.; Phillips, Robert S.; Laivenieks, Maris; Vieille, Claire; Takahashi, Masateru; Hamdan, Samir M.; Organic and Biomolecular Chemistry; vol. 11; nb. 17; (2013); p. 2911 - 2915, View in Reaxys; Musa, Musa M.; Patel, Jay M.; Nealon, Christopher M.; Kim, Chang Sup; Phillips, Robert S.; Karume, Ibrahim; Journal of Molecular Catalysis B: Enzymatic; vol. 115; (2015); p. 155 - 159, View in Reaxys; Karume, Ibrahim; Musa, Musa M.; Bsharat, Odey; Takahashi, Masateru; Hamdan, Samir M.; El Ali, Bassam; RSC Advances; vol. 6; nb. 99; (2016); p. 96616 - 96622, View in Reaxys; Knaus, Tanja; Cariati, Luca; Masman, Marcelo F; Mutti, Francesco G.; Organic and Biomolecular Chemistry; vol. 15; nb. 39; (2017); p. 8313 - 8325, View in Reaxys

(S)-4b

Wallner, Sabine R.; Nestl, Bettina M.; Faber, Kurt; Organic Letters; vol. 6; nb. 26; (2004); p. 5009 - 5010, View in Reaxys; Musa, Musa M.; Ziegelmann-Fjeld, Karla I.; Vieille, Claire; Zeikus, J. Gregory; Phillips, Robert S.; Angewandte Chemie - International Edition; vol. 46; nb. 17; (2007); p. 3091 - 3094, View in Reaxys; Sun, Zhoutong; Li, Guangyue; Ilie, Adriana; Reetz, Manfred T.; Tetrahedron Letters; vol. 57; nb. 32; (2016); p. 3648 - 3651, View in Reaxys

Veguillas, Marcos; Solà, Ricard; Shaw, Luke; Maciá, Beatriz; European Journal of Organic Chemistry; vol. 2016; nb. 9; (2016); p. 1788 - 1794, View in Reaxys

(S)-1d

Karume, Ibrahim; Takahashi, Masateru; Hamdan, Samir M.; Musa, Musa M.; ChemCatChem; vol. 8; nb. 8; (2016); p. 1459 - 1463, View in Reaxys

Veguillas, Marcos; Solà, Ricard; Fernández-Ibañez, M. Ángeles; Maciá, Beatriz; Tetrahedron Asymmetry; vol. 27; nb. 14-15; (2016); p. 643 - 648, View in Reaxys

(S)-3g

Park, Seongsoon; Bulletin of the Korean Chemical Society; vol. 37; nb. 10; (2016); p. 1720 - 1723, View in Reaxys

(S)-2c

Bódai, Viktória; Nagy-Győr, László; Örkényi, Róbert; Molnár, Zsófia; Kohári, Szabolcs; Erdélyi, Balázs; Nagymáté, Zsuzsanna; Romsics, Csaba; Paizs, Csaba; Poppe, László; Hornyánszky, Gábor; Journal of Molecular Catalysis B: Enzymatic; vol. 134; (2016); p. 206 - 214, View in Reaxys

(S)-5

Taguri, Tomonori; Yamamoto, Masanobu; Fujii, Toru; Muraki, Yuta; Ando, Tetsu; European Journal of Organic Chemistry; nb. 30; (2013); p. 6924 - 6933, View in Reaxys; Kitamoto, Yuichi; Kuruma, Yosuke; Suzuki, Kazumi; Hattori, Tetsutaro; Journal of Organic Chemistry; vol. 80; nb. 1; (2015); p. 521 - 527, View in Reaxys

Zhao, Yang; Weix, Daniel J.; Journal of the American Chemical Society; vol. 137; nb. 9; (2015); p. 3327 - 3340, View in Reaxys

Bleith, Tim; Wadepohl, Hubert; Gade, Lutz H.; Journal of the American Chemical Society; vol. 137; nb. 7; (2015); p. 2456 - 2459, View in Reaxys

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Yang, Yi; Liu, Ji; Li, Zhi; Angewandte Chemie - International Edition; vol. 53; nb. 12; (2014); p. 3120 - 3124; Angew. Chem.; vol. 126; nb. 12; (2014); p. 3348,1, View in Reaxys

Yin, Yue-Cai; Yu, Hui-Lei; Luan, Zheng-Jiao; Li, Ren-Jie; Ouyang, Peng-Fei; Liu, Jing; Xu, Jian-He; ChemBioChem; vol. 15; nb. 16; (2014); p. 2443 - 2449, View in Reaxys; Yin, Yue-Cai; Yu, Hui-Lei; Luan, Zheng-Jiao; Li, Ren-Jie; Ouyang, Peng-Fei; Liu, Jing; Xu, Jian-He; ChemBioChem; vol. 15; nb. 16; (2014); p. 2443 - 2449, View in Reaxys

(S)-21

Nakamura, Yukie; Egami, Hiromichi; Matsumoto, Kazuhiro; Uchida, Tatsuya; Katsuki, Tsutomu; Tetrahedron; vol. 63; nb. 28; (2007); p. 6383 - 6387, View in Reaxys; Hellmann, Gunther; Hack, Achim; Thiemermann, Eric; Luche, Olaf; Raabe, Gerhard; Gais, Hans-Joachim; Chemistry - A European Journal; vol. 19; nb. 12; (2013); p. 3869 - 3897, View in Reaxys

Pinaka, Afroditi; Dimotikali, Dimitra; Chankvetadze, Bezhan; Papadopoulos, Kyriakos; Vougioukalakis, Georgios C.; Synlett; vol. 24; nb. 18; (2013); p. 2401 - 2406; Art.No: ST-2013-B0829-L, View in Reaxys

(S)-27

(S)-11

Kataoka, Noriyuki; Okudomi, Masayuki; Chihara, Naoka; Matsumoto, Kazutsugu; Letters in Organic Chemistry; vol. 9; nb. 9; (2012); p. 615 - 621, View in Reaxys

(S)-1c

Csajagi, Csaba; Szatzker, Gabor; Rita Toke, Eniko; Uerge, Laszlo; Darvas, Ferenc; Poppe, Laszlo; Tetrahedron Asymmetry; vol. 19; nb. 2; (2008); p. 237 - 246, View in Reaxys

(+)-S-8a

Kerti, Gabor; Kurtan, Tibor; Illyes, Tuende-Zita; Koever, Katalin E.; Solyom, Sandor; Pescitelli, Gennaro; Fujioka, Naoko; Berova, Nina; Antus, Sandor; European Journal of Organic Chemistry; nb. 2; (2007); p. 296 - 305, View in Reaxys

Talluri, Siva Kumar; Sudalai, Arumugam; Tetrahedron; vol. 63; nb. 39; (2007); p. 9758 - 9763, View in Reaxys

(S)-1h

Gruber, Christian C.; Nestl, Bettina M.; Gross, Johannes; Hildebrandt, Petra; Bornscheuer, Uwe T.; Faber, Kurt; Kroutil, Wolfgang; Chemistry - A European Journal; vol. 13; nb. 29; (2007); p. 8271 - 8276, View in Reaxys

Blakemore, Paul R.; Marsden, Stephen P.; Vater, Huw D.; Organic Letters; vol. 8; nb. 4; (2006); p. 773 - 776, View in Reaxys

(S)-2b

Erdelyi, Balazs; Szabo, Antal; Seres, Gabor; Birincsik, Laszlo; Ivanics, Jozsef; Szatzker, Gabor; Poppe, Laszlo; Tetrahedron Asymmetry; vol. 17; nb. 2; (2006); p. 268 - 274, View in Reaxys

(S)-(+)-1

Kiss, Violetta; Egri, Gabriella; Balint, Jozsef; Ling, Istvan; Barkoczi, Jozsef; Fogassy, Elemer; Tetrahedron Asymmetry; vol. 17; nb. 15; (2006); p. 2220 - 2234, View in Reaxys

Garcia Ruano, Jose L.; Fernandez-Ibanez, M. Angeles; Maestro, M. Carmen; Rodriguez-Fernandez, M. Mercedes; Journal of Organic Chemistry; vol. 70; nb. 5; (2005); p. 1796 - 1801, View in Reaxys

Tavares, Francis X.; Deaton, David N.; Miller, Aaron B.; Miller, Larry R.; Wright, Lois L.; Bioorganic and Medicinal Chemistry Letters; vol. 15; nb. 17; (2005); p. 3891 - 3895, View in Reaxys

(S)-6b

Wallner, Sabine R.; Nestl, Bettina M.; Faber, Kurt; Organic and Biomolecular Chemistry; vol. 3; nb. 14; (2005); p. 2652 - 2656, View in Reaxys

Boros, Eric E.; Deaton, David N.; Hassell, Anne M.; McFadyen, Robert B.; Miller, Aaron B.; Miller, Larry R.; Paulick, Margot G.; Shewchuk, Lisa M.; Thompson, James B.; Willard Jr., Derril H.; Wright, Lois L.; Bioorganic and Medicinal Chemistry Letters; vol. 14; nb. 13; (2004); p. 3425 - 3429, View in Reaxys

t.5, β-product, (S)

Connolly, David J.; Lacey, Patrick M.; McCarthy, Mary; Saunders, Cormac P.; Carroll, Anne-Marie; Goddard, Richard; Guiry, Patrick J.; Journal of Organic Chemistry; vol. 69; nb. 20; (2004); p. 6572 - 6589, View in Reaxys

Costa, Carlos E.; Clososki, Giuliano C.; Barchesi, Henrique B.; Zanotto, Sandra P.; Nascimento, M. Graca; Comasseto, Joao V.; Tetrahedron Asymmetry; vol. 15; nb. 24; (2004); p. 3945 - 3954, View in Reaxys

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei; Journal of Chemical Research; nb. 10; (2004); p. 681 - 683, View in Reaxys

(S)-12

Csjernyik, Gabor; Bogar, Krisztian; Baeckvall, Jan-E.; Tetrahedron Letters; vol. 45; nb. 36; (2004); p. 6799 - 6802, View in Reaxys

II(d)

Patent; COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH; WO2004/87629; (2004); (A1) English, View in Reaxys

(S)-4

Ema, Tadashi; Kobayashi, Juka; Maeno, Soichi; Sakai, Takashi; Utaka, Masanori; Bulletin of the Chemical Society of Japan; vol. 71; nb. 2; (1998); p. 443 - 453, View in Reaxys; Ghanem, Ashraf; Schurig, Volker; Tetrahedron Asymmetry; vol. 14; nb. 17; (2003); p. 2547 - 2555, View in Reaxys

(S)-3

Ghanem, Ashraf; Schurig, Volker; Monatshefte fur Chemie; vol. 134; nb. 8; (2003); p. 1151 - 1157, View in Reaxys

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Table 2, entry 3

Ley, Steven V.; Mitchell, Claire; Pears, David; Ramarao, Chandrashekar; Yu, Jin-Quan; Zhou, Wuzong; Organic Letters; vol. 5; nb. 24; (2003); p. 4665 - 4668, View in Reaxys

(S)-39b

Stampfer, Wolfgang; Kosjek, Birgit; Faber, Kurt; Kroutil, Wolfgang; Journal of Organic Chemistry; vol. 68; nb. 2; (2003); p. 402 - 406, View in Reaxys

Lo, H. Christine; Fish, Richard H.; Angewandte Chemie - International Edition; vol. 41; nb. 3; (2002); p. 478 - 481, View in Reaxys

(S)-(+)-4

Ogura, Fumio; Okada, Yoshiharu; Nishimura, Naoko; Hamamoto, Kenichiro; Miyakawa, Makoto; Otsubo, Tetsuo; Aso, Yoshio; Inoue, Shinobu; Tsutsui, Koji; Phosphorus, Sulfur and Silicon and Related Elements; vol. 171-172; (2001); p. 203 - 210, View in Reaxys

(S)-3a

Allan; Carnell; Journal of Organic Chemistry; vol. 66; nb. 19; (2001); p. 6495 - 6497, View in Reaxys

(S)-4Hb

Matsuda, Tomoko; Harada, Tadao; Nakajima, Nobuyoshi; Itoh, Toshiyuki; Nakamura, Kaoru; Journal of Organic Chemistry; vol. 65; nb. 1; (2000); p. 157 - 163, View in Reaxys

5j antipod

Sano, Tomohumi; Imai, Keisuke; Ohashi, Kousaburo; Oriyama, Takeshi; Chemistry Letters; nb. 3; (1999); p. 265 266, View in Reaxys

Speranza, Maurizio; Filippi, Antonello; Chemistry - A European Journal; vol. 5; nb. 3; (1999); p. 834 - 844, View in Reaxys

Tab.3, entry 4

Koh, Jeong Hwan; Jung, Hyun Min; Kim, Mahn-Joo; Park, Jaiwook; Tetrahedron Letters; vol. 40; nb. 34; (1999); p. 6281 - 6284, View in Reaxys

(S)-1k

Nakamura, Kaoru; Inoue, Yuko; Matsuda, Tomoko; Misawa, Ibuki; Journal of the Chemical Society - Perkin Transactions 1; nb. 16; (1999); p. 2397 - 2402, View in Reaxys

(S)-21b

Nakamura; Matsuda; Journal of Organic Chemistry; vol. 63; nb. 24; (1998); p. 8957 - 8964, View in Reaxys

Burgess, Kevin; Jennings, Lee D.; Journal of the American Chemical Society; vol. 113; nb. 16; (1991); p. 6129 - 6139, View in Reaxys

Patent-Specific Data (2) References Patent; POSTECH FOUNDATION; POSCO; WO2005/9935; (2005); (A1) English, View in Reaxys Patent; COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH; WO2004/87629; (2004); (A1) English, View in Reaxys Druglikeness (1) 1 of 1

LogP

1.829

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

20.23

Lipinski Number

Veber Number

Related Structure (2) Related Structure References Bird,C.W.; Tetrahedron; vol. 18; (1962); p. 1 - 5, View in Reaxys Configuration.

Levene; Walti; Journal of Biological Chemistry; vol. 90; (1931); p. 81,86, View in Reaxys

Purification (7) Purification (method)

References

via transesterification of (R)-enantiomer with vinyl propionate in the presence of pig liver esterase/methoxypolyethylene glycol

Ruppert, Stephan; Gais, Hans-Joachim; Tetrahedron Asymmetry; vol. 8; nb. 21; (1997); p. 3657 - 3664, View in Reaxys

via acetylation with Suginaka, Kaoru; Hayashi, Yoshiyuki; Yamamoto, Yukio; Tetrahedron Asymmetry; vol. 7; nb. 4; (1996); p. 1153 diketene in the 1158, View in Reaxys

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presence of Amano AK lipase via the esterificaNakamura, Kaoru; Kawasaki, Masashi; Ohno, Atsuyoshi; Bulletin of the Chemical Society of Japan; vol. 69; nb. 4; tion with vinyl ace- (1996); p. 1079 - 1085, View in Reaxys tate in the presence of lipase from Pseudomonas cepacia at 35 deg C, 11 h via selective esterification of the opposite enantiomer in the presence of lipase Amano Sam 2

Gutman, Arie L.; Brenner, Dov; Boltanski, Aviv; Tetrahedron: Asymmetry; vol. 4; nb. 5; (1993); p. 839 - 844, View in Reaxys

via acylation mediated by a lipase from Pseudomonas sp.

Burgess, Kevin; Jennings, Lee D.; Journal of the American Chemical Society; vol. 113; nb. 16; (1991); p. 6129 - 6139, View in Reaxys

via lipase catalyzed acylation with propionic anhydride

Bianchi, Daniele; Cesti, Pietro; Battistel, Ezio; Journal of Organic Chemistry; vol. 53; nb. 23; (1988); p. 5531 - 5534, View in Reaxys

optical purity: 56.6 percent

Brunner, Henri; Reiter, Barbara; Riepl, Georg; Chemische Berichte; vol. 117; nb. 4; (1984); p. 1330 - 1354, View in Reaxys

Boiling Point (4) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

100

D'Arrigo, Paola; Fuganti, Claudio; Pedrocchi Fantoni, Giuseppe; Servi, Stefano; Tetrahedron; vol. 54; nb. 49; (1998); p. 15017 - 15026, View in Reaxys

104

Arcus; Hallgarten; Journal of the Chemical Society; (1956); p. 2987,2990, View in Reaxys

105.5 - 107

Levene; Stevens; Journal of Biological Chemistry; vol. 89; (1930); p. 471,474, View in Reaxys

125

Pickard; Kenyon; Journal of the Chemical Society; vol. 105; (1914); p. 1124, View in Reaxys

Refractive Index (5) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C]

References

1.519

589

Arcus; Hallgarten; Journal of the Chemical Society; (1956); p. 2987,2990, View in Reaxys

1.521

589

Arcus; Hallgarten; Journal of the Chemical Society; (1956); p. 2987,2990, View in Reaxys

1.5181

589

Winstein; Trifan; Journal of the American Chemical Society; vol. 74; (1952); p. 1154,1159; Journal of the American Chemical Society; vol. 71; (1949); p. 2953, View in Reaxys

1.5194

589

Phillips; Journal of the Chemical Society; vol. 123; (1923); p. 27,29, 31, View in Reaxys

1.519

589

Pickard; Kenyon; Journal of the Chemical Society; vol. 105; (1914); p. 1124, View in Reaxys

Density (4) 1 of 4

Density [g·cm-3]

0.982

Reference Temperature [°C]

Measurement Temperature 30 [°C] Levene; Stevens; Journal of Biological Chemistry; vol. 89; (1930); p. 471,474, View in Reaxys 2 of 4

Density [g·cm-3]

0.9877

Reference Temperature [°C]

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Measurement Temperature 25 [°C] Phillips; Journal of the Chemical Society; vol. 123; (1923); p. 27,29, 31, View in Reaxys 3 of 4

Density [g·cm-3]

0.991

Reference Temperature [°C]

Measurement Temperature 20 [°C] Pickard; Kenyon; Journal of the Chemical Society; vol. 105; (1914); p. 1124, View in Reaxys 4 of 4

Density [g·cm-3]

0.8812 - 1.0046

Reference Temperature [°C]

Measurement Temperature 0 - 142 [°C] Pickard; Kenyon; Journal of the Chemical Society; vol. 105; (1914); p. 1124, View in Reaxys Chromatographic Data (5) Chromatographic Original string data

Location

References

GC (Gas chromatography)

supporting informa- Yang, Yi; Liu, Ji; Li, Zhi; Angewandte Chemie - International Edition; vol. tion 53; nb. 12; (2014); p. 3120 - 3124; Angew. Chem.; vol. 126; nb. 12; (2014); p. 3348,1, View in Reaxys; Borràs, Carlota; Biosca, Maria; Pàmies, Oscar; Diéguez, Montserrat; Organometallics; vol. 34; nb. 21; (2015); p. 5321 - 5334, View in Reaxys; Veguillas, Marcos; Solà, Ricard; Shaw, Luke; Maciá, Beatriz; European Journal of Organic Chemistry; vol. 2016; nb. 9; (2016); p. 1788 - 1794, View in Reaxys; Veguillas, Marcos; Solà, Ricard; Fernández-Ibañez, M. Ángeles; Maciá, Beatriz; Tetrahedron Asymmetry; vol. 27; nb. 14-15; (2016); p. 643 - 648, View in Reaxys; de Leeuw, Nicolas; Torrelo, Guzman; Bisterfeld, Carolin; Resch, Verena; Mestrom, Luuk; Straulino, Emanuele; van der Weel, Laura; Hanefeld, Ulf; Advanced Synthesis and Catalysis; vol. 360; nb. 2; (2018); p. 242 - 249, View in Reaxys

GC (Gas chromatography)

Silva, Camila R.; Souza, Juliana C.; Araujo, Lidiane S.; Kagohara, Edna; Garcia, Thais P.; Pelizzari, Vivian H.; Andrade, Leandro H.; Journal of Molecular Catalysis B: Enzymatic; vol. 83; (2012); p. 23 - 28, View in Reaxys; Kataoka, Noriyuki; Okudomi, Masayuki; Chihara, Naoka; Matsumoto, Kazutsugu; Letters in Organic Chemistry; vol. 9; nb. 9; (2012); p. 615 - 621, View in Reaxys; Sun, Zhoutong; Li, Guangyue; Ilie, Adriana; Reetz, Manfred T.; Tetrahedron Letters; vol. 57; nb. 32; (2016); p. 3648 - 3651, View in Reaxys; Karume, Ibrahim; Musa, Musa M.; Bsharat, Odey; Takahashi, Masateru; Hamdan, Samir M.; El Ali, Bassam; RSC Advances; vol. 6; nb. 99; (2016); p. 96616 - 96622, View in Reaxys; Bódai, Viktória; Nagy-Győr, László; Örkényi, Róbert; Molnár, Zsófia; Kohári, Szabolcs; Erdélyi, Balázs; Nagymáté, Zsuzsanna; Romsics, Csaba; Paizs, Csaba; Poppe, László; Hornyánszky, Gábor; Journal of Molecular Catalysis B: Enzymatic; vol. 134; (2016); p. 206 - 214, View in Reaxys; Hoang, Hai Nam; Nagashima, Yoshihiro; Mori, Shuichi; Kagechika, Hiroyuki; Matsuda, Tomoko; Tetrahedron; vol. 73; nb. 20; (2017); p. 2984 - 2989, View in Reaxys

HPLC (High performance liquid chromatography)

supporting informa- Pinaka, Afroditi; Dimotikali, Dimitra; Chankvetadze, Bezhan; Papadotion poulos, Kyriakos; Vougioukalakis, Georgios C.; Synlett; vol. 24; nb. 18; (2013); p. 2401 - 2406; Art.No: ST-2013-B0829-L, View in Reaxys; Bleith, Tim; Wadepohl, Hubert; Gade, Lutz H.; Journal of the American Chemical Society; vol. 137; nb. 7; (2015); p. 2456 - 2459, View in Reaxys; Veguillas, Marcos; Solà, Ricard; Shaw, Luke; Maciá, Beatriz; European Journal of Organic Chemistry; vol. 2016; nb. 9; (2016); p. 1788 - 1794, View in Reaxys; Cozett, Rudy E.; Venter, Gerhard A.; Gokada, Maheswara Rao; Hunter, Roger; Organic and Biomolecular Chemistry; vol. 14; nb. 46; (2016); p. 10914 - 10925, View in Reaxys; Vitale, Paola; Abbinante, Vincenzo Mirco; Perna, Filippo Maria; Salomone, Antonio; Cardellicchio, Cosimo; Capriati, Vito; Advanced Synthesis and Catalysis; vol. 359; nb. 6; (2017); p. 1049 - 1057, View in Reaxys; Alsafadi, Diya; Alsal-

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man, Safaa; Paradisi, Francesca; Organic and Biomolecular Chemistry; vol. 15; nb. 43; (2017); p. 9169 - 9175, View in Reaxys TLC (Thin layer chromatography)

GC (Gas chromatography)

Crystal Property Description (2) Colour & Other Location Properties

Patent; B.R.A.I.N. AG; Liebeton, Klaus; Eck, Jürgen; Bornscheuer, Uwe; Böttcher, Dominique; Langer, Peter; Bellur, Esen; US9193961; (2015); (B2) English, View in Reaxys

References

colourless

supporting informa- Fernandez-Mateos, Emilio; MacIa, Beatriz; Ramon, Diego J.; Yus, Miguel; European Journal tion of Organic Chemistry; nb. 34; (2011); p. 6851 - 6855, View in Reaxys

Optical Rotatory Power (40) 1 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1 g/100ml

Enantiomeric excess [%ee] 96 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Vitale, Paola; Abbinante, Vincenzo Mirco; Perna, Filippo Maria; Salomone, Antonio; Cardellicchio, Cosimo; Capriati, Vito; Advanced Synthesis and Catalysis; vol. 359; nb. 6; (2017); p. 1049 - 1057, View in Reaxys 2 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.1 g/100ml

Enantiomeric excess [%ee] 99 Length of Path [cm]

Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

41.6

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Hoang, Hai Nam; Nagashima, Yoshihiro; Mori, Shuichi; Kagechika, Hiroyuki; Matsuda, Tomoko; Tetrahedron; vol. 73; nb. 20; (2017); p. 2984 - 2989, View in Reaxys 3 of 40

Type (Optical Rotatory Power)

[alpha]

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Concentration (Optical Rotatory Power)

1.1 g/100ml

Enantiomeric excess [%ee] 99 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Alsafadi, Diya; Alsalman, Safaa; Paradisi, Francesca; Organic and Biomolecular Chemistry; vol. 15; nb. 43; (2017); p. 9169 - 9175, View in Reaxys 4 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1 g/100ml

Enantiomeric excess [%ee] 99.9 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

38.2

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.28 g/100ml

Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

39.46

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Taguri, Tomonori; Yamamoto, Masanobu; Fujii, Toru; Muraki, Yuta; Ando, Tetsu; European Journal of Organic Chemistry; nb. 30; (2013); p. 6924 - 6933, View in Reaxys 6 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1 g/100ml

Enantiomeric excess [%ee] 84 Solvent (Optical Rotatory Power)

chloroform

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Optical Rotatory Power [deg]

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; Tetrahedron Asymmetry; vol. 23; nb. 10; (2012); p. 789 - 794, View in Reaxys 7 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.8 g/100ml

Enantiomeric excess [%ee] 62 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

4.5

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; European Journal of Organic Chemistry; nb. 20; (2012); p. 3732 3736, View in Reaxys 8 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.7 g/100ml

Enantiomeric excess [%ee] 70 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

13.2

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Fernandez-Mateos, Emilio; MacIa, Beatriz; Ramon, Diego J.; Yus, Miguel; European Journal of Organic Chemistry; nb. 34; (2011); p. 6851 - 6855, View in Reaxys 9 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.6 g/100ml

Enantiomeric excess [%ee] 92 Length of Path [cm]

Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

20.1

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Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Vitale, Paola; Perna, Filippo Maria; Perrone, Maria Grazia; Scilimati, Antonio; Tetrahedron Asymmetry; vol. 22; nb. 23; (2011); p. 1985 - 1993, View in Reaxys 10 of 40

Type (Optical Rotatory Power)

[alpha]

Enantiomeric excess [%ee] 98 Length of Path [cm]

Optical Rotatory Power [deg]

26.8

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Comment (Optical Rotato- neat (no solvent) ry Power) Scholz, Roland; Hellmann, Gunther; Rohs, Susanne; Oezdemir, Diana; Raabe, Gerhard; Vermeeren, Cornelia; Gais, Hans-Joachim; European Journal of Organic Chemistry; nb. 24; (2010); p. 4588 - 4616, View in Reaxys 11 of 40

Type (Optical Rotatory Power)

[alpha]

Enantiomeric excess [%ee] 97 Length of Path [cm]

Optical Rotatory Power [deg]

26.4

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.00 g/100ml

Enantiomeric excess [%ee] 98 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

48.2

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Location

supporting information

Lee, Yunmi; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 131; (2009); p. 3160 - 3161, View in Reaxys

10/25

2018-05-22 18:42:15

13 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.1 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

50.8

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Talluri, Siva Kumar; Sudalai, Arumugam; Tetrahedron; vol. 63; nb. 39; (2007); p. 9758 - 9763, View in Reaxys 14 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.0 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

42.2

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Erdelyi, Balazs; Szabo, Antal; Seres, Gabor; Birincsik, Laszlo; Ivanics, Jozsef; Szatzker, Gabor; Poppe, Laszlo; Tetrahedron Asymmetry; vol. 17; nb. 2; (2006); p. 268 - 274, View in Reaxys 15 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.8 g/100ml

Solvent (Optical Rotatory Power)

benzene

Optical Rotatory Power [deg]

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Garcia Ruano, Jose L.; Fernandez-Ibanez, M. Angeles; Maestro, M. Carmen; Rodriguez-Fernandez, M. Mercedes; Journal of Organic Chemistry; vol. 70; nb. 5; (2005); p. 1796 - 1801, View in Reaxys 16 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1 g/100ml

Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

12.1

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

11/25

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Patent; POSTECH FOUNDATION; POSCO; WO2005/9935; (2005); (A1) English, View in Reaxys 17 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

2.0 g/100ml

Solvent (Optical Rotatory Power)

benzene

Optical Rotatory Power [deg]

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei; Journal of Chemical Research; nb. 10; (2004); p. 681 683, View in Reaxys 18 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1 g/100ml

Enantiomeric excess [%ee] 97.86 Solvent (Optical Rotatory Power)

chloroform

Optical Rotatory Power [deg]

32.62

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Patent; COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH; WO2004/87629; (2004); (A1) English, View in Reaxys 19 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.025 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

-32.8

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Ley, Steven V.; Mitchell, Claire; Pears, David; Ramarao, Chandrashekar; Yu, Jin-Quan; Zhou, Wuzong; Organic Letters; vol. 5; nb. 24; (2003); p. 4665 - 4668, View in Reaxys 20 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

2.1 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

38.55

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Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.11 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

38.7

Wavelength (Optical Rota- 589 tory Power) [nm] Nakamura, Kaoru; Fujii, Mikio; Ida, Yoshiteru; Journal of the Chemical Society, Perkin Transactions 1; nb. 19; (2000); p. 3205 - 3211, View in Reaxys 22 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.01 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

42.6

Wavelength (Optical Rota- 589 tory Power) [nm] Nakamura, Kaoru; Inoue, Yuko; Matsuda, Tomoko; Misawa, Ibuki; Journal of the Chemical Society - Perkin Transactions 1; nb. 16; (1999); p. 2397 - 2402, View in Reaxys 23 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

5 g/100ml

Solvent (Optical Rotatory Power)

benzene

Optical Rotatory Power [deg]

40.68

Wavelength (Optical Rota- 589 tory Power) [nm] D'Arrigo, Paola; Fuganti, Claudio; Pedrocchi Fantoni, Giuseppe; Servi, Stefano; Tetrahedron; vol. 54; nb. 49; (1998); p. 15017 - 15026, View in Reaxys 24 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

5 g/100ml

Solvent (Optical Rotatory Power)

benzene

Optical Rotatory Power [deg]

40.7

Wavelength (Optical Rota- 589 tory Power) [nm]

13/25

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Temperature (Optical Rotatory Power) [°C]

D'Arrigo, Paola; Lattanzio, Maria; Fantoni, Giuseppe Pedrocchi; Servi, Stefano; Tetrahedron Asymmetry; vol. 9; nb. 22; (1998); p. 4021 - 4026, View in Reaxys 25 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.19 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

41.7

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Nakamura; Matsuda; Journal of Organic Chemistry; vol. 63; nb. 24; (1998); p. 8957 - 8964, View in Reaxys 26 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.15 g/100ml

Solvent (Optical Rotatory Power)

benzene

Optical Rotatory Power [deg]

40.2

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Ruppert, Stephan; Gais, Hans-Joachim; Tetrahedron Asymmetry; vol. 8; nb. 21; (1997); p. 3657 - 3664, View in Reaxys 27 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

5.2 g/100ml

Length of Path [cm]

Solvent (Optical Rotatory Power)

diethyl ether

Optical Rotatory Power [deg]

18.3

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Suginaka, Kaoru; Hayashi, Yoshiyuki; Yamamoto, Yukio; Tetrahedron Asymmetry; vol. 7; nb. 4; (1996); p. 1153 - 1158, View in Reaxys 28 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.515 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

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Optical Rotatory Power [deg]

39.7

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Nakamura, Kaoru; Kawasaki, Masashi; Ohno, Atsuyoshi; Bulletin of the Chemical Society of Japan; vol. 69; nb. 4; (1996); p. 1079 - 1085, View in Reaxys 29 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.366 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

38.8

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Nakamura, Kaoru; Matsuda, Tomoko; Ohno, Atsuyoshi; Tetrahedron Asymmetry; vol. 7; nb. 10; (1996); p. 3021 - 3024, View in Reaxys 30 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.03 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

Wavelength (Optical Rota- 578 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Besse; Renard; Veschambre; Tetrahedron Asymmetry; vol. 5; nb. 7; (1994); p. 1249 - 1268, View in Reaxys 31 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

2.15 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

41.8

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Burgess, Kevin; Jennings, Lee D.; Journal of the American Chemical Society; vol. 113; nb. 16; (1991); p. 6129 - 6139, View in Reaxys 32 of 40

Type (Optical Rotatory Power)

[alpha]

Optical Rotatory Power [deg]

0.35

15/25

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Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Bird,C.W.; Tetrahedron; vol. 18; (1962); p. 1 - 5, View in Reaxys 33 of 40

Type (Optical Rotatory Power)

alpha

Length of Path [cm]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

13.6

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Arcus; Hallgarten; Journal of the Chemical Society; (1956); p. 2987,2990, View in Reaxys 34 of 40

Type (Optical Rotatory Power)

alpha

Length of Path [cm]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

16.5

Wavelength (Optical Rota- 546.1 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Arcus; Hallgarten; Journal of the Chemical Society; (1956); p. 2987,2990, View in Reaxys 35 of 40

Type (Optical Rotatory Power)

[alpha]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

27.05

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Winstein; Trifan; Journal of the American Chemical Society; vol. 74; (1952); p. 1154,1159; Journal of the American Chemical Society; vol. 71; (1949); p. 2953, View in Reaxys 36 of 40

Type (Optical Rotatory Power)

alpha

Length of Path [cm]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

26.8

Wavelength (Optical Rota- 589 tory Power) [nm]

16/25

2018-05-22 18:42:15

Temperature (Optical Rotatory Power) [°C]

Winstein; Trifan; Journal of the American Chemical Society; vol. 74; (1952); p. 1154,1159; Journal of the American Chemical Society; vol. 71; (1949); p. 2953, View in Reaxys 37 of 40

Type (Optical Rotatory Power)

[alpha]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

28.3

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Levene; Stevens; Journal of Biological Chemistry; vol. 89; (1930); p. 471,474, View in Reaxys 38 of 40

Type (Optical Rotatory Power)

[alpha]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

32.8 - 33.3

Wavelength (Optical Rota- 546.1 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

16 - 31

Comment (Optical Rotato- im 1dm-Rohr. ry Power) Phillips; Journal of the Chemical Society; vol. 123; (1923); p. 27,29, 31, View in Reaxys 39 of 40

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=5.6

Solvent (Optical Rotatory Power)

ethanol

Optical Rotatory Power [deg]

16.13

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Pickard; Kenyon; Journal of the Chemical Society; vol. 105; (1914); p. 1124, View in Reaxys 40 of 40

Type (Optical Rotatory Power)

[alpha]

Solvent (Optical Rotatory Power)

neat (no solvent)

Optical Rotatory Power [deg]

26.55

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Pickard; Kenyon; Journal of the Chemical Society; vol. 105; (1914); p. 1124, View in Reaxys

17/25

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NMR Spectroscopy (32) 1 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Musa, Musa M.; Bsharat, Odey; Karume, Ibrahim; Vieille, Claire; Takahashi, Masateru; Hamdan, Samir M.; European Journal of Organic Chemistry; vol. 2018; nb. 6; (2018); p. 798 - 805, View in Reaxys 2 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Musa, Musa M.; Bsharat, Odey; Karume, Ibrahim; Vieille, Claire; Takahashi, Masateru; Hamdan, Samir M.; European Journal of Organic Chemistry; vol. 2018; nb. 6; (2018); p. 798 - 805, View in Reaxys 3 of 32

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

18/25

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Alsafadi, Diya; Alsalman, Safaa; Paradisi, Francesca; Organic and Biomolecular Chemistry; vol. 15; nb. 43; (2017); p. 9169 - 9175, View in Reaxys 6 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; Tetrahedron Asymmetry; vol. 23; nb. 10; (2012); p. 789 - 794, View in Reaxys; Bódai, Viktória; Nagy-Győr, László; Örkényi, Róbert; Molnár, Zsófia; Kohári, Szabolcs; Erdélyi, Balázs; Nagymáté, Zsuzsanna; Romsics, Csaba; Paizs, Csaba; Poppe, László; Hornyánszky, Gábor; Journal of Molecular Catalysis B: Enzymatic; vol. 134; (2016); p. 206 - 214, View in Reaxys 7 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; Tetrahedron Asymmetry; vol. 23; nb. 10; (2012); p. 789 - 794, View in Reaxys; Bódai, Viktória; Nagy-Győr, László; Örkényi, Róbert; Molnár, Zsófia; Kohári, Szabolcs; Erdélyi, Balázs; Nagymáté, Zsuzsanna; Romsics, Csaba; Paizs, Csaba; Poppe, László; Hornyánszky, Gábor; Journal of Molecular Catalysis B: Enzymatic; vol. 134; (2016); p. 206 - 214, View in Reaxys 8 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Location

supporting information

Borràs, Carlota; Biosca, Maria; Pàmies, Oscar; Diéguez, Montserrat; Organometallics; vol. 34; nb. 21; (2015); p. 5321 5334, View in Reaxys 9 of 32

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Fernandez-Mateos, Emilio; MacIa, Beatriz; Ramon, Diego J.; Yus, Miguel; European Journal of Organic Chemistry; nb. 34; (2011); p. 6851 - 6855, View in Reaxys; Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; European Journal of Organic Chemistry; nb. 20; (2012); p. 3732 - 3736, View in Reaxys 10 of 32

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

19/25

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Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Kondekar, Nagendra B.; Kumar, Pradeep; Synthetic Communications; vol. 41; nb. 9; (2011); p. 1301 - 1308, View in Reaxys; Vitale, Paola; Perna, Filippo Maria; Perrone, Maria Grazia; Scilimati, Antonio; Tetrahedron Asymmetry; vol. 22; nb. 23; (2011); p. 1985 - 1993, View in Reaxys 12 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Kondekar, Nagendra B.; Kumar, Pradeep; Synthetic Communications; vol. 41; nb. 9; (2011); p. 1301 - 1308, View in Reaxys; Vitale, Paola; Perna, Filippo Maria; Perrone, Maria Grazia; Scilimati, Antonio; Tetrahedron Asymmetry; vol. 22; nb. 23; (2011); p. 1985 - 1993, View in Reaxys 13 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Lee, Yunmi; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 131; (2009); p. 3160 - 3161, View in Reaxys 14 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz] Location

supporting information

Lee, Yunmi; Hoveyda, Amir H.; Journal of the American Chemical Society; vol. 131; (2009); p. 3160 - 3161, View in Reaxys 15 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

20/25

2018-05-22 18:42:15

Frequency (NMR Spectro- 500 scopy) [MHz] Ema, Tadashi; Ura, Norichika; Yoshii, Masataka; Korenaga, Toshinobu; Sakai, Takashi; Tetrahedron; vol. 65; nb. 46; (2009); p. 9583 - 9591, View in Reaxys 16 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Frequency (NMR Spectro- 150 scopy) [MHz] Ema, Tadashi; Ura, Norichika; Yoshii, Masataka; Korenaga, Toshinobu; Sakai, Takashi; Tetrahedron; vol. 65; nb. 46; (2009); p. 9583 - 9591, View in Reaxys 17 of 32

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 200 scopy) [MHz] Kerti, Gabor; Kurtan, Tibor; Illyes, Tuende-Zita; Koever, Katalin E.; Solyom, Sandor; Pescitelli, Gennaro; Fujioka, Naoko; Berova, Nina; Antus, Sandor; European Journal of Organic Chemistry; nb. 2; (2007); p. 296 - 305, View in Reaxys 18 of 32

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

21/25

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Frequency (NMR Spectro- 50 scopy) [MHz] Talluri, Siva Kumar; Sudalai, Arumugam; Tetrahedron; vol. 63; nb. 39; (2007); p. 9758 - 9763, View in Reaxys 21 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Nakamura, Kaoru; Fujii, Mikio; Ida, Yoshiteru; Journal of the Chemical Society, Perkin Transactions 1; nb. 19; (2000); p. 3205 - 3211, View in Reaxys; Talluri, Siva Kumar; Sudalai, Arumugam; Tetrahedron; vol. 63; nb. 39; (2007); p. 9758 - 9763, View in Reaxys 22 of 32

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 300 scopy) [MHz] Garcia Ruano, Jose L.; Fernandez-Ibanez, M. Angeles; Maestro, M. Carmen; Rodriguez-Fernandez, M. Mercedes; Journal of Organic Chemistry; vol. 70; nb. 5; (2005); p. 1796 - 1801, View in Reaxys 23 of 32

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 75 scopy) [MHz] Garcia Ruano, Jose L.; Fernandez-Ibanez, M. Angeles; Maestro, M. Carmen; Rodriguez-Fernandez, M. Mercedes; Journal of Organic Chemistry; vol. 70; nb. 5; (2005); p. 1796 - 1801, View in Reaxys 24 of 32

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Original Text (NMR Spec- 'H NMR (300MHZ, CDCI3, ppm) 7.31-7. 18 (m, 5H), 5.13 (q, J = 6.4 Hz, 1H), 2.92 (dd, J1 = 13.6 troscopy) Hz, J2 = 6.8 Hz, 1H), 2.76 (dd, J1 = 13.6 Hz, J2 = 6.4 Hz, 1H), 2.22 (t, J = 7.4 Hz, 2H), 1.63-1. 53 (m, 2H), 1.21 (d, J = 6.3 Hz, 3H), 0.88 (t, J = 7.4 Hz, 3H). Comment (NMR Spectroscopy)

Signals given

Patent; POSTECH FOUNDATION; POSCO; WO2005/9935; (2005); (A1) English, View in Reaxys 25 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

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Besse; Renard; Veschambre; Tetrahedron Asymmetry; vol. 5; nb. 7; (1994); p. 1249 - 1268, View in Reaxys; Donzelli, Fabio; Fuganti, Claudio; Mendozza, Monica; Pedrocchi-Fantoni, Giuseppe; Servi, Stefano; Zucchi, Gioia; Tetrahedron Asymmetry; vol. 7; nb. 11; (1996); p. 3129 - 3134, View in Reaxys; D'Arrigo, Paola; Fuganti, Claudio; Pedrocchi Fantoni, Giuseppe; Servi, Stefano; Tetrahedron; vol. 54; nb. 49; (1998); p. 15017 - 15026, View in Reaxys; D'Arrigo, Paola; Lattanzio, Maria; Fantoni, Giuseppe Pedrocchi; Servi, Stefano; Tetrahedron Asymmetry; vol. 9; nb. 22; (1998); p. 4021 - 4026, View in Reaxys; Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei; Journal of Chemical Research; nb. 10; (2004); p. 681 683, View in Reaxys 26 of 32

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei; Journal of Chemical Research; nb. 10; (2004); p. 681 683, View in Reaxys 27 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 400.1 scopy) [MHz] Ley, Steven V.; Mitchell, Claire; Pears, David; Ramarao, Chandrashekar; Yu, Jin-Quan; Zhou, Wuzong; Organic Letters; vol. 5; nb. 24; (2003); p. 4665 - 4668, View in Reaxys 28 of 32

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Temperature (NMR Spectroscopy) [°C]

Frequency (NMR Spectro- 100.6 scopy) [MHz] Ley, Steven V.; Mitchell, Claire; Pears, David; Ramarao, Chandrashekar; Yu, Jin-Quan; Zhou, Wuzong; Organic Letters; vol. 5; nb. 24; (2003); p. 4665 - 4668, View in Reaxys 30 of 32

Nucleus (NMR Spectroscopy)

Coupling Nuclei

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Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Nakamura, Kaoru; Fujii, Mikio; Ida, Yoshiteru; Journal of the Chemical Society, Perkin Transactions 1; nb. 19; (2000); p. 3205 - 3211, View in Reaxys 31 of 32

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Besse; Renard; Veschambre; Tetrahedron Asymmetry; vol. 5; nb. 7; (1994); p. 1249 - 1268, View in Reaxys 32 of 32

Description (NMR Spectroscopy)

Spin-spin coupling constants

Solvents (NMR Spectroscopy)

CDCl3

Comment (NMR Spectroscopy)

1H-1H

Besse; Renard; Veschambre; Tetrahedron Asymmetry; vol. 5; nb. 7; (1994); p. 1249 - 1268, View in Reaxys IR Spectroscopy (7) 1 of 7

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

film

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

neat (no solvent)

Ema, Tadashi; Ura, Norichika; Yoshii, Masataka; Korenaga, Toshinobu; Sakai, Takashi; Tetrahedron; vol. 65; nb. 46; (2009); p. 9583 - 9591, View in Reaxys; Vitale, Paola; Perna, Filippo Maria; Perrone, Maria Grazia; Scilimati, Antonio; Tetrahedron Asymmetry; vol. 22; nb. 23; (2011); p. 1985 - 1993, View in Reaxys 3 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

chloroform

Kondekar, Nagendra B.; Kumar, Pradeep; Synthetic Communications; vol. 41; nb. 9; (2011); p. 1301 - 1308, View in Reaxys 4 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CHCl3

Talluri, Siva Kumar; Sudalai, Arumugam; Tetrahedron; vol. 63; nb. 39; (2007); p. 9758 - 9763, View in Reaxys 5 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat liquid

Shi, Xiao-Xin; Yao, Jian-Zhong; Kang, Li; Shen, Chun-Li; Yi, Fei; Journal of Chemical Research; nb. 10; (2004); p. 681 683, View in Reaxys 6 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

solid

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Ley, Steven V.; Mitchell, Claire; Pears, David; Ramarao, Chandrashekar; Yu, Jin-Quan; Zhou, Wuzong; Organic Letters; vol. 5; nb. 24; (2003); p. 4665 - 4668, View in Reaxys 7 of 7

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Nakamura, Kaoru; Fujii, Mikio; Ida, Yoshiteru; Journal of the Chemical Society, Perkin Transactions 1; nb. 19; (2000); p. 3205 - 3211, View in Reaxys Mass Spectrometry (4) Description (Mass Location Spectrometry)

References

EI (Electron impact); Spectrum

Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; Tetrahedron Asymmetry; vol. 23; nb. 10; (2012); p. 789 - 794, View in Reaxys

EI (Electron impact); GCMS (Gas chromatography mass spectrometry); Spectrum

supporting informa- Fernandez-Mateos, Emilio; MacIa, Beatriz; Yus, Miguel; European Journal of Organic Chemtion istry; nb. 20; (2012); p. 3732 - 3736, View in Reaxys

EI (Electron impact); Spectrum

supporting informa- Fernandez-Mateos, Emilio; MacIa, Beatriz; Ramon, Diego J.; Yus, Miguel; European Journal tion of Organic Chemistry; nb. 34; (2011); p. 6851 - 6855, View in Reaxys

Spectrum

Vitale, Paola; Perna, Filippo Maria; Perrone, Maria Grazia; Scilimati, Antonio; Tetrahedron Asymmetry; vol. 22; nb. 23; (2011); p. 1985 - 1993, View in Reaxys

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