1-Boc-4-烯丙基-4-哌啶甲酸乙酯合成路线 （共 12 条）
反应条件
1: ethyl 1-tert-butyloxycarbonyl-4-piperidinecarboxylate With potassium hexamethylsilazane in tetrahydrofuran T=-78 - -65°C; 0.5 h; 2: allyl bromide in tetrahydrofuran T=-78°C; 1.16667 h; 3: With water; ammonium chloride in tetrahydrofuran T=20°C;
参考文献
Pineiro, Jose Luis Castro; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; Yang, Lihu
Patent: US2003/225059 A1, 2003 ;
Location in patent: Page 27 ;
反应条件
1: ethyl 1-tert-butyloxycarbonyl-4-piperidinecarboxylate With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 0.75 h; 2: 3-iodoprop-1-ene With N,N,N',N',N'',N''-hexamethylphosphoric triamide in tetrahydrofuran; hexane T=-78 - 0°C; 1 h;
参考文献
SANOFI; GAO, Zhongli; HALL, Daniel; STEFANY, David
Patent: WO2011/143148 A1, 2011 ;
Location in patent: Page/Page column 25-26 ;
WO 2011/143148 A1
反应条件
1: ethyl 1-tert-butyloxycarbonyl-4-piperidinecarboxylate With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 0.75 h; 2: 4-bromo-but-1-ene With N,N,N',N',N'',N''-hexamethylphosphoric triamide in tetrahydrofuran; hexane T=-78 - 20°C; 1 h;
参考文献
SANOFI; GAO, Zhongli
Patent: WO2011/143150 A1, 2011 ;
Location in patent: Page/Page column 33-34 ;
WO 2011/143150 A1
反应条件
in tetrahydrofuran; water
参考文献
US6562828 B1, ;
US 6562828 B1
反应条件
1.1: O3 / methanol; CH2Cl2 / -78 °C 1.2: NaBH4 / 3 h / -78 - 20 °C 2.1: p-TsOH / toluene / 3 h / Heating 3.1: 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
potassium tert-butylate in tetrahydrofuran; water
参考文献
Baque, Eric; Carry, Jean-Christophe; El-Ahmad, Youssef; Evers, Michel; Hubert, Philippe; Malleron, Jean-Luc; Mignani, Serge; Pantel, Guy; Tabart, Michel; Viviani, Fabrice
Patent: US2002/111492 A1, 2002 ;
反应条件
1: With ozone in methanol; dichloromethane T=-78°C; 2: With sodium tetrahydroborate T=-78 - 20°C; 3 h;
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
1.1: O3 / methanol; CH2Cl2 / -78 °C 1.2: NaBH4 / 3 h / -78 - 20 °C 2.1: p-TsOH / toluene / 3 h / Heating 3.1: DIBAL-H / CH2Cl2 / 5 h / -78 - 0 °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
1.1: O3 / methanol; CH2Cl2 / -78 °C 1.2: NaBH4 / 3 h / -78 - 20 °C 2.1: p-TsOH / toluene / 3 h / Heating 3.1: DIBAL-H / CH2Cl2 / 5 h / -78 - 0 °C 4.1: PPh3; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C 5.1: 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 oxygen; ozone in methanol; dichloromethane T=-78°C; 1.75 h; 2: With sodium tetrahydroborate in methanol; dichloromethane T=-78 - 20°C; 17 h; 3: in acetone T=20°C; 0.166667 h;
参考文献
Pineiro, Jose Luis Castro; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; Yang, Lihu
Patent: US2003/225059 A1, 2003 ;
Location in patent: Page 27 ;
