(S)-3-羟基-3-(2-噻吩基)丙酸乙酯合成路线 (共 9 条)
反应条件
formic acid; triethylamine; [(η6-p-cymene)((1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)RuCl] in DMF (N,N-dimethyl-formamide)
T=0 - 50°C; 40 - 42 h;
参考文献
Mitsubishi Chemical Corporation
Patent: EP1486493 A1, 2004 ;
Location in patent: Page 23 ;
反应条件
1: With chloro-trimethyl-silane; zinc in tetrahydrofuran
T=20 - 60°C; 0.25 h;
2: ethyl bromoacetate in tetrahydrofuran
T=45°C; 0.366667 h;
3: thiophene-2-carbaldehyde With hydrogenchloride; ammonia; water; (+)-sparteine
more than 3 stages;
参考文献
Consortium fuer elektrochemische Industrie GmbH
Patent: EP1394140 A1, 2004 ;
Location in patent: Page 10 ;
反应条件
air; dimethyl zinc in diethyl ether; toluene
T=20°C; Reformatsky reaction; 1 h; Title compound not separated from byproducts.;
参考文献
Fernandez-Ibanez, M. Angeles; Macia, Beatriz; Minnaard, Adriaan J.; Feringa, Ben L.
Angewandte Chemie - International Edition, 2008 , vol. 47, # 7 p. 1317 - 1319
反应条件
divinylbenzene-crosslinked hydrophobic macroporous polymer-supported Candida antarctica lipase B in tert-butyl methyl ether
T=20°C; 60 h; Enzymatic reaction; optical yield given as percent eeenantioselective reaction;
参考文献
Brem, Juergen; Liljeblad, Arto; Paizs, Csaba; Tosa, Monica Ioana; Irimie, Florin-Dan; Kanerva, Liisa T.
Tetrahedron Asymmetry, 2011 , vol. 22, # 3 p. 315 - 322
反应条件
Candida rugose type VII lipase in octane
T=25°C; Molecular sieveEnzymatic reaction; optical yield given as percent eeenantioselective reaction;
参考文献
Brem, Juergen; Naghi, Mara; Toa, Monica-Ioana; Boros, Zoltan; Poppe, Laszl; Irimie, Florin-Dan; Paizs, Csaba
Tetrahedron Asymmetry, 2011 , vol. 22, # 16-17 p. 1672 - 1679
反应条件
Celite-supported Candida antarctica lipase A
T=20°C; 1 h; Neat (no solvent)Enzymatic reaction; optical yield given as percent ee;
参考文献
Brem, Juergen; Liljeblad, Arto; Paizs, Csaba; Tosa, Monica Ioana; Irimie, Florin-Dan; Kanerva, Liisa T.
Tetrahedron Asymmetry, 2011 , vol. 22, # 3 p. 315 - 322
反应条件
N-((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)furan-2-carboxamide; diethylzinc in tetrahydrofuran; hexane
T=0 - 20°C; Reformatsky Reaction; 1 h; enantioselective reaction;
参考文献
Ananthi, Nallamuthu; Velmathi, Sivan
Journal of Chemical Sciences, 2014 , vol. 126, # 1 p. 151 - 158
反应条件
1.1: zinc / tetrahydrofuran / 0.5 h / Reflux
1.2: 1.5 h / Warming
1.3: Cooling with ice
2.1: divinylbenzene-crosslinked hydrophobic macroporous polymer-supported Candida antarctica lipase B / tert-butyl methyl ether / 60 h / 20 °C / Enzymatic reaction
View Scheme
参考文献
Brem, Juergen; Liljeblad, Arto; Paizs, Csaba; Tosa, Monica Ioana; Irimie, Florin-Dan; Kanerva, Liisa T.
Tetrahedron Asymmetry, 2011 , vol. 22, # 3 p. 315 - 322
反应条件
1.1: zinc / tetrahydrofuran / 0.5 h / Reflux
1.2: 1.5 h / Warming
1.3: Cooling with ice
2.1: Celite-supported Candida antarctica lipase A / 1 h / 20 °C / Neat (no solvent); Enzymatic reaction
View Scheme
参考文献
Brem, Juergen; Liljeblad, Arto; Paizs, Csaba; Tosa, Monica Ioana; Irimie, Florin-Dan; Kanerva, Liisa T.
Tetrahedron Asymmetry, 2011 , vol. 22, # 3 p. 315 - 322