(8beta)-6-烯丙基麦角灵-8-羧酸甲酯合成路线 (共 11 条)
反应条件
1: 85 percent / 2-hydroxypyridine / ethane-1,2-diol / 18 h / 100 °C 2: 92 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 40 °C 3: NaHMDS / tetrahydrofuran / -40 - 20 °C 4: propan-2-ol / 18 h / 50 °C 5: aqueous hydrochloric acid / H2O / 1 h / 80 °C View Scheme
参考文献
Brambilla; Disalle; Briatico; Mantegani; Temperilli
European Journal of Medicinal Chemistry, 1989 , vol. 24, # 4 p. 421 - 426
反应条件
1: 85 percent / acetic acid / Heating 2: 74 percent View Scheme
参考文献
Brambilla; Disalle; Briatico; Mantegani; Temperilli
European Journal of Medicinal Chemistry, 1989 , vol. 24, # 4 p. 421 - 426
反应条件
potassium carbonate in N,N-dimethyl-formamide
T=35°C; 2.5 h;
参考文献
Wagger, Jernej; Pozes, Aljaz; Pozgan, Franc
RSC Advances, 2013 , vol. 3, # 45 p. 23146 - 23156
反应条件
triethylamine
T=20°C; Product distribution / selectivity;
参考文献
Apotex Pharmachem Inc.
Patent: US2008/275240 A1, 2008 ;
Location in patent: Page/Page column 13 ;
反应条件
triethylamine in N,N-dimethylformide
T=20 - 30°C; 4 - 5 h; Product distribution / selectivity;
参考文献
Apotex Pharmachem Inc.
Patent: US2008/275240 A1, 2008 ;
Location in patent: Page/Page column 11-12 ;
反应条件
1: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 16 h / |Reflux; |Inert atmosphere
2: zinc / methanol; acetic acid / 1.08 h / 20 °C
3: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 35 °C
View Scheme
参考文献
Wagger, Jernej; Pozes, Aljaz; Pozgan, Franc
RSC Advances, 2013 , vol. 3, # 45 p. 23146 - 23156
反应条件
1: zinc / methanol; acetic acid / 1.08 h / 20 °C
2: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 35 °C
View Scheme
参考文献
Wagger, Jernej; Pozes, Aljaz; Pozgan, Franc
RSC Advances, 2013 , vol. 3, # 45 p. 23146 - 23156
反应条件
1: sodium hydroxide; sodium dithionite / water / 4 h / |Reflux
2: sulfuric acid / 15 h / 20 °C
3: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 16 h / |Reflux; |Inert atmosphere
4: zinc / methanol; acetic acid / 1.08 h / 20 °C
5: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 35 °C
View Scheme
参考文献
Wagger, Jernej; Pozes, Aljaz; Pozgan, Franc
RSC Advances, 2013 , vol. 3, # 45 p. 23146 - 23156
反应条件
1: sulfuric acid / 15 h / 20 °C
2: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 16 h / |Reflux; |Inert atmosphere
3: zinc / methanol; acetic acid / 1.08 h / 20 °C
4: potassium carbonate / N,N-dimethyl-formamide / 2.5 h / 35 °C
View Scheme
参考文献
Wagger, Jernej; Pozes, Aljaz; Pozgan, Franc
RSC Advances, 2013 , vol. 3, # 45 p. 23146 - 23156
参考文献
Dosa, Peter I.; Ward, Tim; Walters, Michael A.; Kim, Suck Won
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 2 p. 254 - 258