(3R)-3-叔丁基二甲基硅氧基戊二酸单甲酯合成路线 (共 11 条)
反应条件
N-((1S)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)-3,5-bis(trifluoromethyl)benzenesulfonamide in tert-butyl methyl ether T=-20°C; 28 h; optical yield given as percent eeenantioselective reaction;
参考文献
SUNGKYUNKWAN UNIVERSITY FOUNDATION FOR CORPORATE COLLABORATION
Patent: US2011/213151 A1, 2011 ;
Location in patent: Page/Page column 21; 26 ;
反应条件
sodium methylate T=7°C; 0.5 h;
参考文献
Konoike; Araki
Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7849 - 7854
反应条件
hydrogen; palladium on activated charcoal in diethyl ether 0.333333 h;
参考文献
Heathcock, Clayton H.; Hadley, Cheri R.; Rosen, Terry; Theisen, Peter D.; Hecker, Scott J.
Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1858 - 1873
反应条件
hydrogenchloride in dichloromethane; water T=15 - 20°C;
参考文献
WO2011/141934 A1, ;
Page/Page column 16; 18-20 ;
反应条件
in methanol T=0 - 7°C; 1.25 h;
参考文献
WO2006/17357 A1, ;
Page/Page column 14 ;
反应条件
1.1: n-butyllithium; triphenylemethane; N-pyrrolidinylnorephedrine / toluene; hexane; tetrahydrofuran / 2 h / -78 °C 1.2: 3 h 2.1: hydrogen / palladium 10 on activated carbon / ethyl acetate 3.1: sodium methylate / 3 h / 0 - 5 °C / Cooling with ice 3.3: pH 6.5 View Scheme
反应条件
1: 91 percent / Et3N / diethyl ether / 18 h / Ambient temperature View Scheme
参考文献
Liebigs Annalen der Chemie, , # 2 p. 145 - 158
反应条件
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Liebigs Annalen der Chemie, , # 2 p. 145 - 158
反应条件
1.1: triethylamine / hexane / 3 h / -40 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C 2.2: 3 h / -78 °C 3.1: acetonitrile / 20 h / Reflux 3.2: 3 h / 20 °C / Cooling with ice View Scheme
参考文献
MATRIX LABORATORIES LTD.; SETHI, Madhuresh, Kumar; MAHAJAN, Sanjay; RAWAT, Vijendra, Singh; MARA, Bhairaiah; VEERA, Upendra, Nath; DATTA, Debashish
Patent: WO2011/141934 A1, 2011 ;
反应条件
1: Hydrogen (3R)-1-methyl 3-lt;(tert-butyldimethylsilyl)oxygt;pentanedioate With chloroformic acid ethyl ester; triethylamine in diethyl ether T=-78 - 0°C; 1 h; 2: methyl triphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; diethyl ether; hexane T=-78 - 0°C;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2006/17357 A1, 2006 ;
Location in patent: Page/Page column 14 ;