N-叔丁氧羰基-4-哌啶酮合成路线 （共 500 条）
反应条件
sodium tris(acetoxy)borohydride in methanol; acetic acid
参考文献
Merck and Co., Inc.
Patent: US6096763 A1, 2000 ;
US 6096763 A
反应条件
NaBH(OAc)3 in methanol; dichloromethane; 1,2-dichloro-ethane
参考文献
Merck and Co., Inc.
Patent: US5891889 A1, 1999 ;
US 5891889 A
反应条件
1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran / 1 h / -78 °C 2.1: H2 / Pd/C / ethanol 3.1: p-TsOH / toluene / 3 h / Heating 4.1: DIBAL-H / CH2Cl2 / 5 h / -78 - 0 °C 5.1: PPh3; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C 6.1: AcCl; MeOH / 16 h / 0 - 20 °C View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
1: With hydrogen sulfide in isopropyl alcohol T=20°C; 18 h; 2: With sodium tetrahydroborate in isopropyl alcohol T=80°C; 2 h;
参考文献
ARRAY BIOPHARMA INC.; GENENTECH, INC.; DEMEESE, Jason; GAUDINO, John; NEITZEL, Alicia, Tarin; LUNGHOFER, Paul; JEONGBEOB, Seo; HONGQI, Tian; YOUNG, Wendy, B.; SUTHERLIN, Daniel, P.
Patent: WO2009/33084 A1, 2009 ;
Location in patent: Page/Page column 100 ;
WO 2009/033084 A1
反应条件
1.1: pyrrolidine; TsOH*H2O / cyclohexane / 2 h / Heating 1.2: 63 percent / S8 / methanol / 5 h / 0 °C 2.1: 49 percent / t-BuONO; CuBr2 / dimethylformamide / 2 h / 50 - 60 °C 3.1: TFA / CH2Cl2 / 0.17 h / 20 °C 4.1: 49.0 g / NaBH(OAc)3; Et3N; AcOH / H2O; CH2Cl2; diethyl ether / 1 h / 20 °C View Scheme
参考文献
Haginoya, Noriyasu; Komoriya, Satoshi; Osanai, Ken; Yoshino, Toshiharu; Nagata, Tsutomu; Nagamochi, Masatoshi; Muto, Ryo; Yamaguchi, Mitsuhiro; Nagahara, Takayasu; Kanno, Hideyuki
Heterocycles, 2004 , vol. 63, # 7 p. 1555 - 1561
反应条件
1: 94 percent / toluene / 12 h / Heating 2: 35 percent / 1,1,3,3-tetramethylguanidine / 10 h / Heating View Scheme
参考文献
Smith, Paul W.; Cooper, Anthony W. J.; Bell, Richard; Beresford, Isabel J. M.; Gore, Paul M.; et al.
Journal of Medicinal Chemistry, 1995 , vol. 38, # 19 p. 3772 - 3779
反应条件
1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 °C / |Inert atmosphere 1.2: 0.5 h / -78 °C / |Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 80 °C / |Inert atmosphere 3.1: trichlorophosphate / pyridine / 20 °C / |Inert atmosphere 4.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 20 °C View Scheme
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
1: 4-bromo-1-iodobenzene With n-butyllithium in tetrahydrofuran T=-78°C; 2.5 h; Inert atmosphere; 2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran T=-78°C; 0.5 h; Inert atmosphere;
参考文献
Oslob, Johan D.; Johnson, Russell J.; Cai, Haiying; Feng, Shirley Q.; Hu, Lily; Kosaka, Yuko; Lai, Julie; Sivaraja, Mohanram; Tep, Samnang; Yang, Hanbiao; Zaharia, Cristiana A.; Evanchik, Marc J.; McDowell, Robert S.
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 1 p. 113 - 117
反应条件
1: p-bromophenyl bromide With n-butyllithium in tetrahydrofuran; hexane T=-78 - -20°C; 1 h; 2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran; hexane T=-78°C; 1 h;
参考文献
SCHERING CORPORATION
Patent: WO2008/156739 A1, 2008 ;
Location in patent: Page/Page column 226 ;
WO 2008/156739 A1
参考文献
Chen, Gang; Xia, Hongguang; Cai, Yu; Ma, Dawei; Yuan, Junying; Yuan, Chengye
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 1 p. 234 - 239
