(1S,4R,6S)-6-(6-氯吡啶-3-基)-7-氮杂双环[2.2.1]庚烷合成路线 （共 15 条）
反应条件
1: 88 percent / PCC / CH2Cl2 / 2 h / 23 °C
2: 89 percent / KHMDS, 18-crown-6*CH3CN / tetrahydrofuran / 1 h / -78 °C
3: 95 percent / toluene / 24 h / 190 °C
4: 100 percent / LiOH / tetrahydrofuran / 5 h / 23 °C
5: Et3N, (PhO)2P(=O)N3 / toluene / 2 h / 85 °C
6: 95 percent / 12 h / 85 °C
7: TBAF / tetrahydrofuran / 4 h / 55 °C
8: Et3N / CH2Cl2 / 0.5 h / 23 °C
9: 96 percent / Br2, Et4N(+)Br(-) / CH2Cl2 / 0.5 h / -78 °C
10: 75 percent / t-BuOK / tetrahydrofuran / 18 h / -78 - 4 °C
11: Bu3SnH, AIBN / benzene / 1.5 h / Heating
12: NaOMe / methanol / 2 h / 23 °C
View Scheme
参考文献
Corey, E. J.; Loh, Teck-Peng; AchyuthaRao, Sidduri; Daley, Donnette C.; Sarshar, Sepehr
Journal of Organic Chemistry, 1993 , vol. 58, # 21 p. 5600 - 5602
反应条件
1: 95 percent / toluene / 24 h / 190 °C
2: 100 percent / LiOH / tetrahydrofuran / 5 h / 23 °C
3: Et3N, (PhO)2P(=O)N3 / toluene / 2 h / 85 °C
4: 95 percent / 12 h / 85 °C
5: TBAF / tetrahydrofuran / 4 h / 55 °C
6: Et3N / CH2Cl2 / 0.5 h / 23 °C
7: 96 percent / Br2, Et4N(+)Br(-) / CH2Cl2 / 0.5 h / -78 °C
8: 75 percent / t-BuOK / tetrahydrofuran / 18 h / -78 - 4 °C
9: Bu3SnH, AIBN / benzene / 1.5 h / Heating
10: NaOMe / methanol / 2 h / 23 °C
View Scheme
参考文献
Corey, E. J.; Loh, Teck-Peng; AchyuthaRao, Sidduri; Daley, Donnette C.; Sarshar, Sepehr
Journal of Organic Chemistry, 1993 , vol. 58, # 21 p. 5600 - 5602
反应条件
1: NaBH3CN; AcOH / methanol / -20 °C
2: Et3N; DMAP / CH2Cl2 / 0 °C
3: Zn; AcOH / tetrahydrofuran / 20 °C
4: CHCl3 / 60 °C
View Scheme
参考文献
Takemoto, Yoshiji; Miyabe, Hideto
Chimia, 2007 , vol. 61, # 5 p. 269 - 275
反应条件
1: Et3N; DMAP / CH2Cl2 / 0 °C
2: Zn; AcOH / tetrahydrofuran / 20 °C
3: CHCl3 / 60 °C
View Scheme
参考文献
Takemoto, Yoshiji; Miyabe, Hideto
Chimia, 2007 , vol. 61, # 5 p. 269 - 275
反应条件
1: Zn; AcOH / tetrahydrofuran / 20 °C
2: CHCl3 / 60 °C
View Scheme
参考文献
Takemoto, Yoshiji; Miyabe, Hideto
Chimia, 2007 , vol. 61, # 5 p. 269 - 275
