4-methylpentan-2-amine [1,3-DMBA]

Page 1

Reaxys

PubChem

eMolecules

Reactions (55)

Yield

Substances (11)

Citations (45)

Conditions

References

1

Synthesize Find similar With ammonia; hydrogen; nickel

T=135°C;

2

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Rx-ID: 130700 Find similar reactions

I.G.Farbenind. Patent: DE527619 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 18, p. 435 Full Text Show Details


Synthesize Find similar With D-(+)-O,O'-dibenzoyltartaric acid

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Rx-ID: 195597 Find similar reactions

Karrer; Dinkel

Helvetica Chimica Acta, 1953 , vol. 36, p. 122,126 Full Text Show Details

Johnson,R.A. et al.

Journal of the American Chemical Society, 1971 , vol. 93, p. 4872 - 4880 Full Text View citing articles Show Details

Mazur,R.H.

Journal of Organic Chemistry, 1970 , vol. 35, p. 2050 - 2051 Full Text View citing articles Show Details

3

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Rx-ID: 225902 Find similar reactions

With methanol; nickel

T=85°C; Hydrogenation;

Smith; Adkins

Journal of the American Chemical Society, 1938 , vol. 60, p. 660 Full Text Show Details

With lithium aluminium tetrahydride

Ando,N. et al.

Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 2369 - 2371 Full Text View citing articles Show Details

With lithium aluminium tetrahydride in tetrahydrofuran

Tzikas; Tamm; Boller; Fuerst

Helvetica chimica acta, 1976 , vol. 59, # 5 p. 1850 - 1850 Title/Abstract Full Text View citing articles Show Details

Hide Details

4

With ethanol; sodium; toluene

Chiang

J. Chin. chem. Soc., 1951 , vol. 18, p. 65,71, 77 Full Text Show Details

With lithium aluminium tetrahydride; diethyl ether

Karrer; Dinkel

Helvetica Chimica Acta, 1953 , vol. 36, p. 122,126 Full Text Show Details


Synthesize Find similar 92%

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Rx-ID: 701691 Find similar reactions

With ammonium formate; palladium on activated charcoal in methanol; water

T=20°C;

Allegretti, Marcello; Berdini, Valerio; Cesta; Curti, Roberto; Nicolini, Luca; Topai, Alessandra

Tetrahedron Letters, 2001 , vol. 42, # 25 p. 4257 - 4259 Title/Abstract Full Text View citing articles Show Details

With methanol; ammonia; hydrogen; nickel

T=150°C; P=110326 Torr;

Schwoegler; Adkins

Journal of the American Chemical Society, 1939 , vol. 61, p. 3499,3500 Full Text Show Details

With methanol; ammonia; hydrogen; nickel

T=90 - 100°C; P=4413.05 Torr;

Bami; Iyer; Guha

Journal of the Indian Institute of Science, Section A, 1947 , vol. 29, p. 12 Current Science, 1947 , vol. 16, p. 254 Full Text Show Details

Hide Details With methanol; platinum(IV) oxide; ammonia; hydrogen; ammonium chloride

P=735.5 - 2206.5 Torr;

Alexander; Misegades

Journal of the American Chemical Society, 1948 , vol. 70, p. 1316 Full Text Show Details

With ammonium hydroxide; hydrogen; nickel

Kuffner,F. et al.

Monatshefte fuer Chemie, 1962 , vol. 93, p. 469 - 475 Full Text View citing articles Show Details

With ammonia; nickel

T=120°C; P=25742.8 Torr; Hydrogenation;

Norton et al.

Journal of Organic Chemistry, 1952 , vol. 19, p. 1054,1055 Full Text Show Details

Balandin; Wasjunina

Doklady Akademii Nauk SSSR, 1955 , vol. 103, p. 831,833 Chem.Abstr., 1956 , p. 9283 Full Text Show Details

Multi-step reaction with 2 steps 1: aqueous-alcoholic NaOH-solution 2: nickel / 180 - 200 °C / Hydrogenation View Scheme

Mailhe

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1921 , vol. 172, p. 692 Bulletin de la Societe Chimique de France, 1921 , vol. <4>29, p. 220 Full Text Show Details

With NADH in aq. buffer T=30°C; pH=9.5;

Chen, Fei-Fei; Liu, You-Yan; Zheng, Gao-Wei; Xu, Jian-He

ChemCatChem, 2015 , vol. 7, # 23 p. 3838 - 3841 Title/Abstract Full Text View citing articles Show Details

5

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Rx-ID: 978152 Find similar reactions

Rubinstein,H. et al.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1973 , p. 2094 - 2097 Full Text View citing articles Show Details


6

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7

A

B

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Rx-ID: 1934193 Find similar reactions

With lithium aluminium tetrahydride; 3-Ocyclohexylmethyl-1,2-O-cyclohexylidene-α-Dglucofuranose in diethyl ether

2.5 h; HeatingLiAlH4 concentration effect on enantiomeric excess; asymmetric reduction of ketones and isoelectronic ketone oximes with LiAlH4-3-Ocyclohexylmethyl-1,2-O-cyclohexylidene-α-Dglucofuranose complex; Product distribution;

Landor, Stephen R.; Chan, Yuet M.; Sonola, Olutunji O.; Tatchell, Austin R.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 3 p. 493 - 496 Title/Abstract Full Text View citing articles Show Details

A

B

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Synthesize Find similar Rx-ID: 4551008 Find similar reactions

Rx-ID: 994101 Find similar reactions

Johnson,R.A. et al.

Journal of the American Chemical Society, 1971 , vol. 93, p. 4872 - 4880 Full Text View citing articles Show Details

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8

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With hydrogen; palladium on activated charcoal

Title compound not separated from byproducts;

Andres, Celia; Nieto, Javier; Pedrosa, Rafael; Villamanan, Nieves

Journal of Organic Chemistry, 1996 , vol. 61, # 12 p. 4130 - 4135


9

Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 5803465 Find similar reactions

P=735.5 - 2206.5 Torr; Hydrogenation;

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Alexander; Misegades

Journal of the American Chemical Society, 1948 , vol. 70, p. 1316 Full Text Show Details

10

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T=150°C; P=110326 Torr; Hydrogenation;

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Rx-ID: 5803466 Find similar reactions

Schwoegler; Adkins

Journal of the American Chemical Society, 1939 , vol. 61, p. 3499,3500 Full Text Show Details

11

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Rx-ID: 6672479 Find similar reactions

T=135°C;

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I.G. Farbenind.

Patent: DE527619 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 18, p. 345 Full Text Show Details


12

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Rx-ID: 6932553 Find similar reactions

Isobutylmethylketon, Ni, wss. NaOH, elektrokatalyt. red. Aminierung (Wasserbad);

Mirzoyan et al.

Trudy Khimiko-Metallurgicheskogo Instituta, Akademiya Nauk Kazakhskoi SSR, 1973 , vol. 20, p. 75,77 Chem.Abstr., vol. 80, # 132742e Full Text Show Details

aus Isobutyl-methyl-keton-oxim, LiAlH4-GlucoseKomplex, stereospezif. Red.;

Landor et al.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1974 , p. 1902 Full Text Show Details

Hide Experimental Procedure

Sutton, Scott C.; Hannah, Amy L.; Chen, Yuewu; Zhu, Shirong

Patent: US2002/161028 A1, 2002 ; Title/Abstract Full Text Show Details

The amines added were as follows: ... ETHYL 4-AMINO-1-PIPERIDINECARBOXYLATE 4-AMINO-1-BENZYLPIPERIDINE 1-(2-AMINOETHYL)PIPERIDINE P-ANISIDINE 1,3-DIMETHYLBUTYLAMINE 1-METHYL-3-PHENYLPROPYLAMINE 2-AMINO-5-DIETHYLAMINOPENTANE BENZYLAMINE ... Hide Details

Hide Experimental Procedure

Petrolite Corporation

Patent: US4026946 A1, 1977 ; Title/Abstract Full Text Show Details

Petrolite Corporation

Patent: US4026807 A1, 1977 ; Title/Abstract Full Text Show Details

The following are representative examples. ... Dodecylamine Monoethanolamine N-Amylamine Sec-amylamine 2-amino-4-methylpentane 4-amino-2-butanol 5-isopropylamino-1-pentanol

Hide Experimental Procedure

Petrolite Corporation

Patent: US4206233 A1, 1980 ; Title/Abstract Full Text Show Details

Petrolite Corporation

Patent: US4248796 A1, 1981 ;


Title/Abstract Full Text Show Details

The following are representative examples. ... Dodecylamine Monoethanolamine n-Amylamine Sec-amylamine 2-amino-4-methylpentane 4-amino-2-butanol 5-isopropylamino-1-pentanol

13

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With ethanol; sodium

Rx-ID: 6932554 Find similar reactions

Gulewitsch; Wasmus

Chemische Berichte, 1906 , vol. 39, p. 1192 Full Text Show Details

14

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Rx-ID: 6932555 Find similar reactions

T=85°C; Hydrogenation;

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Smith; Adkins

Journal of the American Chemical Society, 1938 , vol. 60, p. 660 Full Text Show Details

A

15

B


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Rx-ID: 7053321 Find similar reactions

Gulewitsch; Wasmus

Chemische Berichte, 1906 , vol. 39, p. 1192 Full Text Show Details

16

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Multi-step reaction with 2 steps 1: lithium alanate; diethyl ether 2: O2,O3-dibenzoyl-Dg-tartaric acid

View Scheme

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Rx-ID: 22158691 Find similar reactions

Karrer; Dinkel

Helvetica Chimica Acta, 1953 , vol. 36, p. 122,126 Full Text Show Details

17

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With water; sodium hydroxide in triethanolamine

T=120°C; 6 h; optical yield given as percent ee;

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Rx-ID: 29817086 Find similar reactions

Sun, Jian-Hua; Dai, Rong-Ji; Meng, Wei-Wei; Deng, Yu-Lin

Catalysis Communications, 2010 , vol. 11, # 11 p. 987 - 991 Title/Abstract Full Text View citing articles Show Details

18

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Rx-ID: 31786696 Find similar reactions

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With D-glucopyranose; (R)-alanine; Neosartorya fischeri (R)-selective amine transaminase; pyridoxal 5'phosphate; Reduced nicotinamide-adenine dinucleotide in water

T=30°C; pH=7.5; aq. sodium phosphate bufferEnzymatic reaction;

Schaetzle, Sebastian; Steffen-Munsberg, Fabian; Thontowi, Ahmad; Hoehne, Matthias; Robins, Karen; Bornscheuer, Uwe T.

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 13 p. 2439 - 2445 Title/Abstract Full Text View citing articles Show Details

A

B

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19

Synthesize Find similar Rx-ID: 32093034 Find similar reactions

With potassium hydroxide

Inert atmosphere;

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

20

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With Reduced nicotinamide-adenine dinucleotide in aq. buffer T=25°C; pH=9.6; Kinetics;

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Rx-ID: 35688192 Find similar reactions

Abrahamson, Michael J.; Wong, John W.; Bommarius, Andreas S.

Advanced Synthesis and Catalysis, 2013 , vol. 355, # 9 p. 1780 - 1786 Title/Abstract Full Text View citing articles Show Details

21

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With pyridoxal 5'-phosphate; ω-transaminases from ochrobactrum anthropi mutant

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Rx-ID: 40295149 Find similar reactions

Han, Sang-Woo; Park, Eul-Soo; Dong, Joo-Young; Shin, Jong-Shik

Advanced Synthesis and Catalysis, 2015 , vol. 357, # 8 p. 1732 - 1740


W58A; isopropylamine in aq. phosphate buffer; dimethyl sulfoxide

T=37°C; P=300 Torr; pH=7; Enzymatic reaction; Kinetics; Reagent/catalyst; enantioselective reaction;

Title/Abstract Full Text View citing articles Show Details

22

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With aminedehydrogenase; ammonia; ammonium chloride

T=30°C; pH=8.7; 48 h; Enzymatic reaction; enantioselective reaction;

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Rx-ID: 41148571 Find similar reactions

Mutti, Francesco G.; Knaus, Tanja; Scrutton, Nigel S.; Breuer, Michael; Turner, Nicholas J.

Science, 2015 , vol. 349, # 6255 p. 1525 - 1529 Title/Abstract Full Text View citing articles Show Details

23

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With aminedehydrogenase; ammonia; ammonium chloride

T=30°C; pH=8.7; 48 h; Enzymatic reaction; enantioselective reaction;

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Rx-ID: 41148578 Find similar reactions

Mutti, Francesco G.; Knaus, Tanja; Scrutton, Nigel S.; Breuer, Michael; Turner, Nicholas J.

Science, 2015 , vol. 349, # 6255 p. 1525 - 1529 Title/Abstract Full Text View citing articles Show Details

24

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With aminedehydrogenase; ammonia; ammonium chloride

T=30°C; pH=8.7; 48 h; Enzymatic reaction; enantioselective reaction;

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Rx-ID: 41148586 Find similar reactions

Mutti, Francesco G.; Knaus, Tanja; Scrutton, Nigel S.; Breuer, Michael; Turner, Nicholas J.

Science, 2015 , vol. 349, # 6255 p. 1525 - 1529 Title/Abstract Full Text View citing articles Show Details


73 %Chromat.

With alcohol dehydrogenase from Streptomyces coelicolor; leucine dehydrogenase from Exiguobactertium sibiricum K77S/N270L double mutant; NADH in aq. buffer T=30°C; pH=9.5; 24 h; Enzymatic reaction; stereoselective reaction;

Chen, Fei-Fei; Liu, You-Yan; Zheng, Gao-Wei; Xu, Jian-He

ChemCatChem, 2015 , vol. 7, # 23 p. 3838 - 3841 Title/Abstract Full Text View citing articles Show Details

25

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85 %Spectr.

With [(η6-p-MeC6H4Pri)2Ru2Cl2(μ-Cl)2]; 1,2bis(dimethylphosphanyl)ethane; potassium tertbutylate; hydrazine hydrate; dimethyl sulfoxide in tert-butyl alcohol

T=100°C; 12 h; Inert atmosphereSealed tube;

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Rx-ID: 42534803 Find similar reactions

Dai, Xi-Jie; Li, Chao-Jun

Journal of the American Chemical Society, 2016 , vol. 138, # 16 p. 5433 - 5440 Title/Abstract Full Text View citing articles Show Details

26

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85 %Spectr.

With [(η6-p-MeC6H4Pri)2Ru2Cl2(μ-Cl)2]; 1,2bis(dimethylphosphanyl)ethane; potassium tertbutylate; hydrazine hydrate; dimethyl sulfoxide in tert-butyl alcohol

T=100°C; 12 h; Inert atmosphereSealed tube;

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Dai, Xi-Jie; Li, Chao-Jun

Journal of the American Chemical Society, 2016 , vol. 138, # 16 p. 5433 - 5440 Title/Abstract Full Text View citing articles Show Details

A

27

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Rx-ID: 42534804 Find similar reactions

B

C


Find similar Rx-ID: 39607731 Find similar reactions

A: 6% B: 12% C: 7%

With ammonia; hydrogen in o-xylene

T=150°C; 20 h; Autoclave;

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Nakamura, Yoichi; Kon, Kenichi; Touchy, Abeda Sultana; Shimizu, Ken-Ichi; Ueda, Wataru

ChemCatChem, 2015 , vol. 7, # 6 p. 921 - 924 Title/Abstract Full Text View citing articles Show Details

28

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73%

With hydrazine hydrate in methanol; water

amination; 5 h; Heating;

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Rx-ID: 5344787 Find similar reactions

Hoffmann, Reinhard W.; Stenkamp, Dirk; Trieselmann, Thomas; Goettlich, Richard

European Journal of Organic Chemistry, 1999 , # 11 p. 2915 - 2927 Title/Abstract Full Text View citing articles Show Details

29

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30

Multi-step reaction with 3 steps 1.1: BF3*Et2O; NaBD4 / diethyl ether / -78 - 20 °C 1.2: 15 percent / H2O2; NaOH / H2O; diethyl ether / 2 h / 20 °C 2.1: triphenylphosphane; diethyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C 3.1: 73 percent / hydrazine hydrate / methanol; H2O / 5 h / Heating View Scheme

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Rx-ID: 16041042 Find similar reactions

Hoffmann, Reinhard W.; Stenkamp, Dirk; Trieselmann, Thomas; Goettlich, Richard

European Journal of Organic Chemistry, 1999 , # 11 p. 2915 - 2927 Title/Abstract Full Text View citing articles Show Details

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Multi-step reaction with 2 steps 1: triphenylphosphane; diethyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C 2: 73 percent / hydrazine hydrate / methanol; H2O / 5 h / Heating View Scheme

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Rx-ID: 16065695 Find similar reactions

Hoffmann, Reinhard W.; Stenkamp, Dirk; Trieselmann, Thomas; Goettlich, Richard

European Journal of Organic Chemistry, 1999 , # 11 p. 2915 - 2927 Title/Abstract Full Text View citing articles Show Details

A

B

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31

Synthesize Find similar Rx-ID: 198411 Find similar reactions

With ethanol; sodium

Kerp

Justus Liebigs Annalen der Chemie, 1896 , vol. 290, p. 148 Full Text Show Details

A

B

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32

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Rx-ID: 6949373 Find similar reactions

33

isomer(ic) II;

Harries; Gley

Chemische Berichte, 1899 , vol. 32, p. 1331 Full Text Show Details


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With sodium in various solvent(s)

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Rx-ID: 2195216 Find similar reactions

Braconnier, M.F.; Braekman, J.C.; Daloze, D.

Bulletin des Societes Chimiques Belges, 1985 , vol. 94, # 8 p. 605 - 614 Title/Abstract Full Text Show Details

34

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With hydrogenchloride; water

Hydrolysis; 1 h; Heating;

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Rx-ID: 5069970 Find similar reactions

Gajda, Tadeusz; Napieraj, Anna; Osowska-Pacewicka, Krystyna; Zawadzki, Stefan; Zwierzak, Andrzej

Tetrahedron, 1997 , vol. 53, # 13 p. 4935 - 4946 Title/Abstract Full Text View citing articles Show Details

35

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With hydrogenchloride

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Rx-ID: 9992568 Find similar reactions

Xiao, Xue; Wang, Haowei; Huang, Zhiyan; Yang, Jun; Bian, Xiaoxia; Qin, Yong

Organic Letters, 2006 , vol. 8, # 1 p. 139 - 142 Title/Abstract Full Text View citing articles Show Details

36

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With hydrogenchloride in methanol

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Rx-ID: 10548107 Find similar reactions

Tanuwidjaja, Jessica; Peltier, Hillary M.; Ellman, Jonathan A.

Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 626 - 629


Title/Abstract Full Text View citing articles Show Details

37

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Multi-step reaction with 3 steps 1: titanium(IV) ethoxide / tetrahydrofuran / 10 h / 60 °C 2: L-Selectride(R) / tetrahydrofuran / -48 - 20 °C 3: HCl / methanol View Scheme

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Rx-ID: 11874209 Find similar reactions

Tanuwidjaja, Jessica; Peltier, Hillary M.; Ellman, Jonathan A.

Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 626 - 629 Title/Abstract Full Text View citing articles Show Details

38

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Multi-step reaction with 2 steps 1: L-Selectride(R) / tetrahydrofuran / -48 - 20 °C 2: HCl / methanol View Scheme

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Rx-ID: 11879665 Find similar reactions

Tanuwidjaja, Jessica; Peltier, Hillary M.; Ellman, Jonathan A.

Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 626 - 629 Title/Abstract Full Text View citing articles Show Details

39

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Multi-step reaction with 2 steps 1: diethylzinc; Ni(acac)2 / dioxane; toluene / 20 °C 2: HCl View Scheme

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Rx-ID: 12846196 Find similar reactions

Xiao, Xue; Wang, Haowei; Huang, Zhiyan; Yang, Jun; Bian, Xiaoxia; Qin, Yong

Organic Letters, 2006 , vol. 8, # 1 p. 139 - 142 Title/Abstract Full Text View citing articles Show Details


40

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Multi-step reaction with 3 steps 1: pyridine 2: LAH / tetrahydrofuran 3: Na / various solvent(s) View Scheme

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Rx-ID: 20049442 Find similar reactions

Braconnier, M.F.; Braekman, J.C.; Daloze, D.

Bulletin des Societes Chimiques Belges, 1985 , vol. 94, # 8 p. 605 - 614 Title/Abstract Full Text Show Details

41

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Multi-step reaction with 5 steps 1: SOCl2

2: LAH 3: pyridine 4: LAH / tetrahydrofuran 5: Na / various solvent(s) View Scheme

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Rx-ID: 20049482 Find similar reactions

Braconnier, M.F.; Braekman, J.C.; Daloze, D.

Bulletin des Societes Chimiques Belges, 1985 , vol. 94, # 8 p. 605 - 614 Title/Abstract Full Text Show Details

42

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Multi-step reaction with 4 steps 1: LAH 2: pyridine 3: LAH / tetrahydrofuran 4: Na / various solvent(s) View Scheme

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Rx-ID: 20049508 Find similar reactions

Braconnier, M.F.; Braekman, J.C.; Daloze, D.

Bulletin des Societes Chimiques Belges, 1985 , vol. 94, # 8 p. 605 - 614 Title/Abstract Full Text Show Details


43

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Multi-step reaction with 2 steps 1: LAH / tetrahydrofuran 2: Na / various solvent(s) View Scheme

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Rx-ID: 20054844 Find similar reactions

Braconnier, M.F.; Braekman, J.C.; Daloze, D.

Bulletin des Societes Chimiques Belges, 1985 , vol. 94, # 8 p. 605 - 614 Title/Abstract Full Text Show Details

A

B

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44

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Rx-ID: 29817089 Find similar reactions

With lipase B from Candida antarctica in diethyl ether

T=20°C; 8 h; Enzymatic reaction; optical yield given as percent ee;

Sun, Jian-Hua; Dai, Rong-Ji; Meng, Wei-Wei; Deng, Yu-Lin

Catalysis Communications, 2010 , vol. 11, # 11 p. 987 - 991 Title/Abstract Full Text View citing articles Show Details

A

B

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45

Synthesize Find similar Rx-ID: 29908328 Find similar reactions

With lithium hydroxide hydrate in N,N-dimethylformamide

T=20°C; Inert atmosphere;

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Bornholdt, Jan; Felding, Jakob; Clausen, Rasmus P.; Kristensen, Jesper L.

Chemistry - A European Journal, 2010 , vol. 16, # 41 p. 12474 - 12480 Title/Abstract Full Text View citing articles Show Details


A

B

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46

Synthesize Find similar Rx-ID: 183460 Find similar reactions

With nickel

T=180 - 200°C; Hydrogenation;

Mailhe

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1921 , vol. 172, p. 692 Bulletin de la Societe Chimique de France, 1921 , vol. <4>29, p. 220 Full Text Show Details

A

B

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47

Synthesize Find similar Rx-ID: 6934090 Find similar reactions

T=180 - 200°C; Hydrogenation;

Mailhe

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1921 , vol. 172, p. 692 Bulletin de la Societe Chimique de France, 1921 , vol. <4>29, p. 220 Full Text Show Details

A

B

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Synthesize Find similar

48

Synthesize Find similar Rx-ID: 32092998 Find similar reactions

Multi-step reaction with 3 steps 1.1: ethanol; water / Resolution of racemate; Inert

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448


atmosphere 2.1: potassium hydroxide / Inert atmosphere 2.2: pH 1 / Inert atmosphere 3.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

Title/Abstract Full Text View citing articles Show Details

A

B

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49

Synthesize Find similar Rx-ID: 32093010 Find similar reactions

Multi-step reaction with 4 steps 1.1: potassium hydroxide / Inert atmosphere 1.2: pH 1 / Inert atmosphere 2.1: ethanol; water / Resolution of racemate; Inert atmosphere 3.1: potassium hydroxide / Inert atmosphere 3.2: pH 1 / Inert atmosphere 4.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

A

B

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50

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Rx-ID: 32093016 Find similar reactions

in hexane; ethyl acetate

T=20°C; Resolution of racemateInert atmosphereHeating; optical yield given as percent de;

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

A

B


51

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Multi-step reaction with 2 steps 1.1: potassium hydroxide / Inert atmosphere 1.2: pH 1 / Inert atmosphere 2.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

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Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

A

B

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52

Synthesize Find similar Rx-ID: 32093043 Find similar reactions

Multi-step reaction with 6 steps 1.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C / Inert atmosphere 2.1: sodium isopropylthiolate / tetrahydrofuran / 6 h / Reflux; Inert atmosphere 2.2: Inert atmosphere 3.1: potassium hydroxide / Inert atmosphere 3.2: pH 1 / Inert atmosphere 4.1: ethanol; water / Resolution of racemate; Inert atmosphere 5.1: potassium hydroxide / Inert atmosphere 5.2: pH 1 / Inert atmosphere 6.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

A

53

B


Synthesize Find similar Rx-ID: 32093054 Find similar reactions

Multi-step reaction with 5 steps 1.1: sodium isopropylthiolate / tetrahydrofuran / 6 h / Reflux; Inert atmosphere 1.2: Inert atmosphere 2.1: potassium hydroxide / Inert atmosphere 2.2: pH 1 / Inert atmosphere 3.1: ethanol; water / Resolution of racemate; Inert atmosphere 4.1: potassium hydroxide / Inert atmosphere 4.2: pH 1 / Inert atmosphere 5.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

Synthesize Find similar

Synthesize Find similar

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

A

B

Synthesize Find similar

Synthesize Find similar

54

Synthesize Find similar Rx-ID: 32093067 Find similar reactions

Multi-step reaction with 7 steps 1.1: n-butyllithium / diethyl ether; hexane / 16 h / 20 °C / Inert atmosphere 1.2: Inert atmosphere; Reflux 2.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C / Inert atmosphere 3.1: sodium isopropylthiolate / tetrahydrofuran / 6 h / Reflux; Inert atmosphere 3.2: Inert atmosphere 4.1: potassium hydroxide / Inert atmosphere 4.2: pH 1 / Inert atmosphere 5.1: ethanol; water / Resolution of racemate; Inert atmosphere 6.1: potassium hydroxide / Inert atmosphere 6.2: pH 1 / Inert atmosphere 7.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details

A

B


55

Synthesize Find similar Rx-ID: 32093082 Find similar reactions

Multi-step reaction with 8 steps 1.1: tetrahydrofuran / 3.75 h / 0 - 20 °C / Inert atmosphere 2.1: n-butyllithium / diethyl ether; hexane / 16 h / 20 °C / Inert atmosphere 2.2: Inert atmosphere; Reflux 3.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C / Inert atmosphere 4.1: sodium isopropylthiolate / tetrahydrofuran / 6 h / Reflux; Inert atmosphere 4.2: Inert atmosphere 5.1: potassium hydroxide / Inert atmosphere 5.2: pH 1 / Inert atmosphere 6.1: ethanol; water / Resolution of racemate; Inert atmosphere 7.1: potassium hydroxide / Inert atmosphere 7.2: pH 1 / Inert atmosphere 8.1: hexane; ethyl acetate / 20 °C / Resolution of racemate; Inert atmosphere; Heating View Scheme

Synthesize Find similar

Synthesize Find similar

Ribeiro, Nigel; Kobayashi, Yuka; Maeda, Jin; Saigo, Kazuhiko

Chirality, 2011 , vol. 23, # 6 p. 438 - 448 Title/Abstract Full Text View citing articles Show Details


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