3-亚甲基吡咯烷-1-羧酸叔丁酯合成路线 （共 6 条）
反应条件
1: triphenyl-methyl-phosphonium iodide With sodium hydride in tetrahydrofuran T=5 - 10°C; 1 h; Inert atmosphere; 2: 3-Oxo-pyrrolidine-1-carboxylic acid tert-butyl ester in tetrahydrofuran T=5 - 20°C; 12 h; Inert atmosphere;
参考文献
Asinex Limited; KAZULKIN, Denis Nikolaevich; KOCHUBEY, Valeriy Sergeevich
Patent: EP2719696 A1, 2014 ;
Location in patent: Paragraph 0210; 0211 ;
反应条件
1: Methyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexanes T=0°C; 0.0833333 h; 2: 3-Oxo-pyrrolidine-1-carboxylic acid tert-butyl ester in tetrahydrofuran; hexanes T=0 - 20°C; 2.5 h;
参考文献
JANSSEN PHARMACEUTICA NV; BREITENBUCHER, Guy, J.; TICHENOR, Mark, S.; MERIT, Jeffrey, E.; HAWRYLUK, Natalie, A.; CHAMBERS, Alison, L.; KEITH, John, M.
Patent: WO2010/141809 A1, 2010 ;
Location in patent: Page/Page column 64 ;
WO 2010/141809 A1
反应条件
methylidene triphenyl phosphorane in tetrahydrofuran; toluene T=0 - 20°C;
参考文献
US2007/208001 A1, ;
Page/Page column 34 ;
US 20070208001 A1
反应条件
1: zinc/copper couple / diethyl ether; ethylene glycol dimethyl ether / 48 h / 10 - 20 °C / |Inert atmosphere 2: zinc; ammonium chloride / methanol / 8 h / 20 °C View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M.
Patent: US2014/45813 A1, 2014 ;
反应条件
1: With triethylamine tris(hydrogen fluoride) in dichloromethane T=0°C; 2: With N-bromosuccinmide in dichloromethane T=0 - 20°C;
参考文献
Verniest, Guido; Piron, Karel; Van Hende, Eva; Thuring, Jan Willem; MacDonald, Gregor; Deroose, Frederik; De Kimpe, Norbert
Organic and Biomolecular Chemistry, 2010 , vol. 8, # 11 p. 2509 - 2512
反应条件
1: zinc/copper couple / diethyl ether; ethylene glycol dimethyl ether / 48 h / 10 - 20 °C / |Inert atmosphere 2: zinc; ammonium chloride / methanol / 8 h / 20 °C 3: sodium tetrahydroborate / tetrahydrofuran / 6 h / 0 - 20 °C View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M.
Patent: US2014/45813 A1, 2014 ;
