[2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯 合成路线 (共 7 条)
→
反应条件
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯 +
反应条件
potassium acetate in N-methyl-acetamide
参考文献
Florida Agricultural and Mechanical University
Patent: US4762919 A1, 1988 ;
→
反应条件
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯
参考文献
Schering Aktiengesellschaft
Patent: US4290963 A1, 1981 ;
→
反应条件
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯
反应条件
1: 37 g / trifluoroacetic anhydride, p-TSA*H2O / 3.5 h / 15 - 20 °C 2: 17 g / NaBH4 / methanol / 1 h / 0 °C 3: 7.1 g / KOAc / dimethylformamide / 18 h / 100 °C View Scheme
参考文献
Green, Michael J.; Tiberi, Robert L.; Friary, Richard; Lutsky, Barry N.; Berkenkoph, Joseph; et al.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 12 p. 1492 - 1495
→
反应条件
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯
反应条件
1: 17 g / NaBH4 / methanol / 1 h / 0 °C 2: 7.1 g / KOAc / dimethylformamide / 18 h / 100 °C View Scheme
参考文献
Green, Michael J.; Tiberi, Robert L.; Friary, Richard; Lutsky, Barry N.; Berkenkoph, Joseph; et al.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 12 p. 1492 - 1495
→
反应条件
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯
反应条件
1: 97 percent / pyridinium p-toluenesulfonate / benzene / 1 h / Heating 2: 84 percent / 2percent acetic acid / methanol / 2 h / Ambient temperature 3: 88 percent / pyridine / 2 h / Ambient temperature 4: 60 percent / KOAc / dimethylformamide / 6 h / 90 - 100 °C View Scheme
参考文献
Taraporewala; Kim; Heiman; Lee
Arzneimittel-Forschung/Drug Research, 1989 , vol. 39, # 1 p. 21 - 25
→
反应条件
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯
反应条件
1: 88 percent / pyridine / 2 h / Ambient temperature 2: 60 percent / KOAc / dimethylformamide / 6 h / 90 - 100 °C View Scheme
参考文献
Yoon, Kyoung-Jin; Khalil, Mounir A.; Kwon, Taesoo; Choi, Sun-Ju; Lee, Henry J.
Steroids, 1995 , vol. 60, # 7 p. 515 - 521
3044-42-6 [2-[(8S,9S,10R,11S,13S,14S)-11-羟基-10,13-二甲基-3-氧代-6,7,8,9,11,12,14,15-八氢环戊烯并[a]菲-17-基]-2-氧代乙基]乙酸酯
→
反应条件
反应条件
1: 72 percent / 18-crown-6, NH4Cl / dimethylsulfoxide; H2O / 1.5 h / 85 - 90 °C 2: 90 percent / HCl / H2O / 2 h / Heating 3: 40 percent / H2SO4 / 2 h / Heating View Scheme
参考文献
Yoon, Kyoung-Jin; Khalil, Mounir A.; Kwon, Taesoo; Choi, Sun-Ju; Lee, Henry J.
Steroids, 1995 , vol. 60, # 7 p. 515 - 521