2-氮杂双环[2.2.1]庚-5-烯-3-酮合成路线 （共 59 条）
反应条件
T=22°C; 16 h; ENZA-25 cells;
参考文献
Nakano, Hiroto; Iwasa, Kazuto; Okuyama, Yuko; Hongo, Hiroshi
Tetrahedron Asymmetry, 1996 , vol. 7, # 8 p. 2381 - 2386
参考文献
Jung; Rhee
Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 4719 - 4720
反应条件
1.1: lactamase / Enzymatic reaction 2.1: 85 percent / SOCl2 / 2 h / 0 - 20 °C 3.1: 96 percent / NEt3 / CH2Cl2 / 2 h / 0 °C 4.1: NBS / tetrahydrofuran; H2O / 20 °C 5.1: KOH / methanol; H2O / 90 °C 5.2: H2O; tetrahydrofuran / 5 - 20 °C / pH 10.5 6.1: H2 / Pd/C / methanol / 20 °C / 1810.02 Torr 7.1: NEt3 / methanol / 5 - 20 °C View Scheme
参考文献
Smith, Mark E.B.; Lloyd, Michael C.; Derrien, Nadine; Lloyd, Richard C.; Taylor, Stephen J.C.; Chaplin, David A.; Casy, Guy; McCague, Raymond
Tetrahedron Asymmetry, 2001 , vol. 12, # 5 p. 703 - 705
反应条件
1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With lithium aluminium tetrahydride in tetrahydrofuran; diethyl ether T=0°C; 5.5 h; Heating / reflux; 2: With sodium hydroxide; water in tetrahydrofuran; diethyl ether T=20°C; 3: benzyl chloroformate in tetrahydrofuran; diethyl ether; water T=20°C; 1 h;
参考文献
BANYU PHARMACEUTICAL CO., LTD.
Patent: EP1726590 A1, 2006 ;
Location in patent: Page/Page column 29; 79 ;
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Reflux 1.2: 0 °C 1.3: 12 h / 20 °C 2.1: ozone / dichloromethane; methanol / -78 °C / Inert atmosphere 2.2: 16 h / -78 °C 2.3: 1 h / -78 - 20 °C 3.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C 4.1: ammonium hydroxide / copper(l) iodide / water / 16 h / 100 °C / sealed tube View Scheme
参考文献
Targacept, Inc.
Patent: US2011/263629 A1, 2011 ;
US 20110263629 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
Targacept, Inc.
Patent: US2011/263629 A1, 2011 ;
Location in patent: Page/Page column 13 ;
US 20110263629 A1
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
Arakawa, Yasushi; Yasuda, Mika; Ohnishi, Masafumi; Yoshifuji, Shigeyuki
Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 2 p. 255 - 259
反应条件
1.1: lactamase / Enzymatic reaction 2.1: 85 percent / SOCl2 / 2 h / 0 - 20 °C 3.1: 96 percent / NEt3 / CH2Cl2 / 2 h / 0 °C 4.1: NBS / tetrahydrofuran; H2O / 20 °C 5.1: KOH / methanol; H2O / 90 °C 5.2: H2O; tetrahydrofuran / 5 - 20 °C / pH 10.5 6.1: H2 / Pd/C / methanol / 20 °C / 1810.02 Torr 7.1: NEt3 / methanol / 5 - 20 °C 8.1: TEA; DMAP / CH2Cl2 / 5 °C 9.1: dimethylformamide / 60 °C 10.1: NaOMe / methanol / 5 °C View Scheme
参考文献
Smith, Mark E.B.; Lloyd, Michael C.; Derrien, Nadine; Lloyd, Richard C.; Taylor, Stephen J.C.; Chaplin, David A.; Casy, Guy; McCague, Raymond
Tetrahedron Asymmetry, 2001 , vol. 12, # 5 p. 703 - 705
反应条件
(-)-Brucine in methanol T=20°C; 6 h;
参考文献
Li, Yi; Wang, Wenfu; Huang, Yumian; Zou, Qianwen; Zheng, Guojun
Process Biochemistry, 2013 , vol. 48, # 11 p. 1674 - 1678
参考文献
Nakano, Hiroto; Iwasa, Kazuto; Okuyama, Yuko; Hongo, Hiroshi
Tetrahedron Asymmetry, 1996 , vol. 7, # 8 p. 2381 - 2386
