(S)-1-(叔丁氧基羰基)-2-甲基-4-亚甲基吡咯烷-2-羧酸合成路线 (共 23 条)
反应条件
in methanol; hexane; dichloromethane
参考文献
GLAXOSMITHKLINE LLC; BASKARAN, Subramanian; BOTYANSZKI, Janos; COOPER, Joel P.; DUAN, Maosheng; KAZMIERSKI, Wieslaw Mieczyslaw; MCFADYEN, Robert Blount; REDMAN, Aniko
Patent: WO2011/50146 A1, 2011 ;
Location in patent: Page/Page column 42 ;
反应条件
potassium tert-butylate
ether, 1) 15 min, 2) 35 deg C, 3 h; Yield given. Multistep reaction;
参考文献
Manfre; Kern; Biellmann
Journal of Organic Chemistry, 1992 , vol. 57, # 7 p. 2060 - 2065
反应条件
in chloroform
Yield given;
参考文献
Herdewijn; Claes; Vanderhaeghe
Canadian Journal of Chemistry, 1982 , vol. 60, # 23 p. 2903 - 2907
反应条件
1: triethylamine
2: sodium periodate; ruthenium trichloride
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1: triethylamine
2: sodium periodate; ruthenium trichloride
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1: sodium periodate; ruthenium trichloride
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1: thionyl chloride
2: triethylamine
3: sodium periodate; ruthenium trichloride
View Scheme
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
Wittig reaction; optical yield given as percent ee;
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849
反应条件
1: chloromethyl iodide; (2S)-methyl N-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylate With diethylzinc
T=0°C; 0.75 h;
2: (2S)-methyl N-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylate in toluene
T=0°C; 18 h;
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; XIE, Hongming; REN, Qingyun; LI, Shifeng; FU, Changping; HU, Bailin; WU, Xiwei; TANG, Changhua
Patent: WO2014/82380 A1, 2014 ;
Location in patent: Paragraph 00474; 00476 ;
反应条件
1: diiodomethane With diethylzinc; trifluoroacetic acid in hexane; dichloromethane
T=-5°C; Simmons-Smith reaction; 1 h; Inert atmosphere;
2: (2S)-methyl N-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylate in hexane; dichloromethane
T=-5 - 30°C; Simmons-Smith reaction; 72 h; Inert atmosphere;
3: di-tert-butyl dicarbonate With triethylamine in ethyl acetate
T=20°C; 24 h;
参考文献
Tymtsunik, Andriy V.; Bilenko, Vitaliy A.; Ivon, Yevhen M.; Grygorenko, Oleksandr O.; Komarov, Igor V.
Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3847 - 3849