[(8S,10S,11S,13S,14S,16S)-9-氟-11-羟基-10,13,16-三甲基-17-甲硫基羰基-3-氧代-6,7,8,11,12,14,15,16-八氢环戊烯并[a]菲-17-基]乙酸酯合成路线 （共 5 条）
→
79578-14-6[(8S,10S,11S,13S,14S,16S)-9-氟-11-羟基-10,13,16-三甲基-17-甲硫基羰基-3-氧代-6,7,8,11,12,14,15,16-八氢环戊烯并[a]菲-17-基]乙酸酯
反应条件
1: 97 percent / periodic acid / methanol; H2O / 16 h / 20 °C
2: 1.) TEA, 2.) diisopropylamine / 1.) CH2Cl2, 0 deg C, 30 min, 2.) CH2Cl2, reflux, 1 h.
3: 1.) diphenyl chlorophosphate, TEA / 1.) THF, 55 deg C, 2 h, 2.) THF, DMF, 20 deg C, 2 h
View Scheme
参考文献
Kertesz, Denis J.; Marx, Michael
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2315 - 2328
→
79578-14-6[(8S,10S,11S,13S,14S,16S)-9-氟-11-羟基-10,13,16-三甲基-17-甲硫基羰基-3-氧代-6,7,8,11,12,14,15,16-八氢环戊烯并[a]菲-17-基]乙酸酯
反应条件
1: 1.) TEA, 2.) diisopropylamine / 1.) CH2Cl2, 0 deg C, 30 min, 2.) CH2Cl2, reflux, 1 h.
2: 1.) diphenyl chlorophosphate, TEA / 1.) THF, 55 deg C, 2 h, 2.) THF, DMF, 20 deg C, 2 h
View Scheme
参考文献
Kertesz, Denis J.; Marx, Michael
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2315 - 2328
→
79578-14-6[(8S,10S,11S,13S,14S,16S)-9-氟-11-羟基-10,13,16-三甲基-17-甲硫基羰基-3-氧代-6,7,8,11,12,14,15,16-八氢环戊烯并[a]菲-17-基]乙酸酯
反应条件
1: TEA / tetrahydrofuran / 0.5 h / 20 °C
2: tetrahydrofuran; dimethylformamide / 16 h / 20 °C
View Scheme
参考文献
Kertesz, Denis J.; Marx, Michael
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2315 - 2328
→
79578-14-6[(8S,10S,11S,13S,14S,16S)-9-氟-11-羟基-10,13,16-三甲基-17-甲硫基羰基-3-氧代-6,7,8,11,12,14,15,16-八氢环戊烯并[a]菲-17-基]乙酸酯+
反应条件
in tetrahydrofuran; N,N-dimethyl-formamide
T=20°C; 16 h; Yield given;
参考文献
Kertesz, Denis J.; Marx, Michael
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2315 - 2328
→
79578-14-6[(8S,10S,11S,13S,14S,16S)-9-氟-11-羟基-10,13,16-三甲基-17-甲硫基羰基-3-氧代-6,7,8,11,12,14,15,16-八氢环戊烯并[a]菲-17-基]乙酸酯
反应条件
TEA; phosphorochloridic acid diphenyl ester
1.) THF, 55 deg C, 2 h, 2.) THF, DMF, 20 deg C, 2 h; Yield given. Multistep reaction;
参考文献
Kertesz, Denis J.; Marx, Michael
Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2315 - 2328
