N-叔丁氧羰基-(1S)-3-[3-(3-异丙基-5-甲基-4H-1,2,4-三唑-4-基)-外-8-氮杂双环[3.2.1]辛-8-基]-1-苯基-1-丙胺合成路线 （共 12 条）
反应条件
sodium tris(acetoxy)borohydride; acetic acid in 1,2-dichloro-ethane T=0 - 20°C; 3 h; Inert atmosphere;
参考文献
Asano, Shigehiro; Gavrilyuk, Julia; Burton, Dennis R.; Barbas, Carlos F.
ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 2 p. 133 - 137
反应条件
sodium tris(acetoxy)borohydride in dichloromethane
参考文献
Price, David A.; Gayton, Simon; Selby, Matthew D.; Ahman, Jens; Haycock-Lewandowski, Sarah; Stammen, Blanda L.; Warren, Andrew
Tetrahedron Letters, 2005 , vol. 46, # 30 p. 5005 - 5007
反应条件
1: sodium; propan-1-ol / toluene / 12 h / |Reflux; |Inert atmosphere 2: tetrahydrofuran / 72 h / 20 °C / |Inert atmosphere 3: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C / |Inert atmosphere 4: sodium carbonate / water; dichloromethane / 0 - 20 °C / |Inert atmosphere 5: phosphorus pentachloride / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 6: dichloromethane; 1,1-dimethylpropan-1-ol / 0 - 20 °C / |Inert atmosphere 7: acetic acid / ethyl acetate / 0.5 h / 80 °C / |Inert atmosphere 8: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 9: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C / |Inert atmosphere 2: sodium carbonate / water; dichloromethane / 0 - 20 °C / |Inert atmosphere 3: phosphorus pentachloride / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 4: dichloromethane; 1,1-dimethylpropan-1-ol / 0 - 20 °C / |Inert atmosphere 5: acetic acid / ethyl acetate / 0.5 h / 80 °C / |Inert atmosphere 6: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 7: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: sodium carbonate / water; dichloromethane / 0 - 20 °C / |Inert atmosphere 2: phosphorus pentachloride / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 3: dichloromethane; 1,1-dimethylpropan-1-ol / 0 - 20 °C / |Inert atmosphere 4: acetic acid / ethyl acetate / 0.5 h / 80 °C / |Inert atmosphere 5: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 6: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: phosphorus pentachloride / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 2: dichloromethane; 1,1-dimethylpropan-1-ol / 0 - 20 °C / |Inert atmosphere 3: acetic acid / ethyl acetate / 0.5 h / 80 °C / |Inert atmosphere 4: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 5: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 2: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 20 h / |Inert atmosphere; |Reflux 2: sodium; propan-1-ol / toluene / 12 h / |Reflux; |Inert atmosphere 3: tetrahydrofuran / 72 h / 20 °C / |Inert atmosphere 4: hydrogenchloride / methanol; 1,4-dioxane / 2 h / 20 °C / |Inert atmosphere 5: sodium carbonate / water; dichloromethane / 0 - 20 °C / |Inert atmosphere 6: phosphorus pentachloride / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 7: dichloromethane; 1,1-dimethylpropan-1-ol / 0 - 20 °C / |Inert atmosphere 8: acetic acid / ethyl acetate / 0.5 h / 80 °C / |Inert atmosphere 9: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 2585.81 Torr / |Inert atmosphere 10: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 5, # 2 p. 133 - 137
反应条件
1: 90 percent / aq. NaHCO3 2: 75 percent / diisobutylaluminium hydride / CH2Cl2 / -78 °C 3: 75 percent / Na(AcO)3BH / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 46, # 30 p. 5005 - 5007
反应条件
1: 90 percent / aq. NaHCO3 2: 75 percent / diisobutylaluminium hydride / CH2Cl2 / -78 °C 3: 75 percent / Na(AcO)3BH / CH2Cl2 View Scheme
参考文献
Tetrahedron Letters, , vol. 46, # 30 p. 5005 - 5007
