2-氮杂双环[2.2.1]-5-庚烯-2-羧酸叔丁酯合成路线 （共 12 条）
反应条件
1: formaldehyd; cyclopenta-1,3-diene With ammonium chloride in water T=20°C; 17 h; 2: di-tert-butyl dicarbonate With sodium hydroxide T=20°C; pH=8; 7 h; Further stages.;
参考文献
Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.
Patent: US2005/65178 A1, 2005 ;
Location in patent: Page/Page column 19 ;
反应条件
sodium hydroxide in water T=20°C; pH=~ 8; 7 h;
参考文献
US2005/101602 A1, ;
Page/Page column 26 ;
反应条件
1: azabicyclo(2.2.1)-hept-5-en-3-one With lithium aluminium tetrahydride in tetrahydrofuran T=0°C; 3 h; Heating / reflux; 2: di-tert-butyl dicarbonate With triethylamine in tetrahydrofuran T=20°C; 12 h;
参考文献
WO2008/112734 A1, ;
Page/Page column 68-69 ;
WO 2008/112734 A1
反应条件
1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With lithium aluminium tetrahydride in tetrahydrofuran T=0°C; 3 h; Reflux; 2: With sodium hydroxide in tetrahydrofuran; diethyl ether T=0°C; 3: di-tert-butyl dicarbonate With triethylamine in tetrahydrofuran; diethyl ether T=20°C; 12 h;
参考文献
US2011/263629 A1, ;
Page/Page column 13 ;
US 20110263629 A1
反应条件
1.1: 76 percent / oxone; Na2EDTA; aq. NaHCO3 / Bu4NHSO4 / 48 h / 25 °C / pH 7.8 - 8.0 2.1: 52 percent / LDA / hexane; diethyl ether / 0.08 h / 0 °C 3.1: NaH / tetrahydrofuran / 0.33 h / 25 °C 3.2: tetrahydrofuran / 0.17 h / 0 °C 3.3: 192 mg / tetrahydrofuran / 0.33 h / 25 °C 4.1: 55 mg / Bu3SnH; AUBN / toluene / 1 h / 100 °C View Scheme
参考文献
Journal of the Chemical Society. Perkin Transactions 1, , # 23 p. 3150 - 3158
反应条件
1: LiAlH4 / diethyl ether; tetrahydrofuran / 7 h / Heating 2: diethyl ether; tetrahydrofuran / 14 h / Ambient temperature View Scheme
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 45, # 2 p. 255 - 259
反应条件
1.1: 52 percent / LDA / hexane; diethyl ether / 0.08 h / 0 °C 2.1: NaH / tetrahydrofuran / 0.33 h / 25 °C 2.2: tetrahydrofuran / 0.17 h / 0 °C 2.3: 192 mg / tetrahydrofuran / 0.33 h / 25 °C 3.1: 55 mg / Bu3SnH; AUBN / toluene / 1 h / 100 °C View Scheme
参考文献
Journal of the Chemical Society. Perkin Transactions 1, , # 23 p. 3150 - 3158
反应条件
1.1: NaH / tetrahydrofuran / 0.33 h / 25 °C 1.2: tetrahydrofuran / 0.17 h / 0 °C 1.3: 192 mg / tetrahydrofuran / 0.33 h / 25 °C 2.1: 55 mg / Bu3SnH; AUBN / toluene / 1 h / 100 °C View Scheme
参考文献
Journal of the Chemical Society. Perkin Transactions 1, , # 23 p. 3150 - 3158
反应条件
in tetrahydrofuran; diethyl ether 14 h; Ambient temperature; Yield given;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 45, # 2 p. 255 - 259
反应条件
1: With ozone in methanol; dichloromethane T=-78°C; 0.166667 h; 2: With sodium tetrahydroborate in methanol; dichloromethane T=-78 - 20°C; 16 h; 3: With water; ammonium chloride in methanol; dichloromethane
参考文献
Targacept, Inc.
Patent: US2011/263629 A1, 2011 ;
Location in patent: Page/Page column 13 ;
US 20110263629 A1
