2-氮杂双环[2.2.1]庚-5-烯-3-酮合成路线 (共 59 条)
反应条件
1: 16 h / 22 °C / ENZA-25 cells 2: aq. NaOH / methanol / Ambient temperature View Scheme
参考文献
Rodriguez-Vazquez, Nuria; Salzinger, Stephan; Silva, Luis F.; Amorin, Manuel; Granja, Juan R.
European Journal of Organic Chemistry, 2013 , # 17 p. 3477 - 3493
反应条件
triethylamine in tetrahydrofuran 23 h; Heating;
参考文献
Mahmoudian, Mahmoud; Lowdon, Andrew; Jones, Martin; Dawson, Michael; Wallis, Christopher
Tetrahedron Asymmetry, 1999 , vol. 10, # 6 p. 1201 - 1206
反应条件
1: 99 percent / H2 / Pd/C / ethyl acetate 2: 93 percent / aq. HCl / 48 h / 20 °C 3: DIEA / H2O; dioxane / 3 h / 20 °C View Scheme
参考文献
Rodriguez-Vazquez, Nuria; Salzinger, Stephan; Silva, Luis F.; Amorin, Manuel; Granja, Juan R.
European Journal of Organic Chemistry, 2013 , # 17 p. 3477 - 3493
反应条件
1: 97 percent / H2 / 10percent Pd/C / ethyl acetate / 20 °C / 2625.2 Torr 2: 71 percent / LiAlH4 / diethyl ether / 1) 20 deg C, 1 h, 2) reflux, 6 h View Scheme
参考文献
Heesing, Albert; Herdering, Wilhelm
Chemische Berichte, 1983 , vol. 116, # 3 p. 1081 - 1096
反应条件
1: 99 percent / H2 / Pd/C / ethyl acetate 2: 93 percent / aq. HCl / 48 h / 20 °C 3: DIEA / H2O; dioxane / 3 h / 20 °C View Scheme
参考文献
Brea, Roberto J.; Amorin, Manuel; Castedo, Luis; Granja, Juan R.
Angewandte Chemie - International Edition, 2005 , vol. 44, # 35 p. 5710 - 5713
反应条件
1: 6N aq. HCl / 12 h 2: Et3N / methanol / 3 h / 20 °C View Scheme
参考文献
Taylor, Stephen J C; McCague, Raymond; Wisdom, Richard; Lee, Carol; Dickson, Karen; et al.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 6 p. 1117 - 1128
反应条件
1: 6N aq. HCl / 12 h
2: Et3N / methanol / 3 h / 20 °C
3: CH2Cl2 / 1 h
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: (1R)-(-)-2-azabicyclo[2.2.1]hept-5-en-3-one With methanesulfonic acid in tetrahydrofuran; water
T=34 - 44°C; 2.75 h; Heating / reflux;
2: With lithium aluminium tetrahydride in tetrahydrofuran
18.5 h; Heating / reflux;
3: carbonic acid di-tert-butyl ester With NAF
more than 3 stages;
参考文献
SmithKline Beecham Corporation
Patent: US6392085 B1, 2002 ;
Location in patent: Page column 19-20 ;
反应条件
2: 91 percent / triethylamine, N,N-4-dimethylaminopyridine / CH2Cl2
3: NaBH4
View Scheme
参考文献
Taylor, Stephen J C; McCague, Raymond; Wisdom, Richard; Lee, Carol; Dickson, Karen; et al.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 6 p. 1117 - 1128
反应条件
1: 70.7 percent / 4-dimethylaminopyridine / tetrahydrofuran / 20 °C
View Scheme
参考文献
Taylor, Stephen J C; McCague, Raymond; Wisdom, Richard; Lee, Carol; Dickson, Karen; et al.
Tetrahedron: Asymmetry, 1993 , vol. 4, # 6 p. 1117 - 1128