(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇合成路线 （共 14 条）
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
ammonia; lithium in 1,4-dioxane; diethyl ether
参考文献
Smith; Herchel
Patent: US3959322 A1, 1976 ;
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
p-toluenesulfonic acid monohydrate in toluene
参考文献
Hoffmann-La Roche Inc.
Patent: US3933870 A1, 1976 ;
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
potassium hydroxide in tetrahydrofuran; methanol 1 h; Ambient temperature;
参考文献
Rao, Pemmaraju N.; Cessac, James W.; Kim, Hyun K.
Steroids, 1994 , vol. 59, # 11 p. 621 - 627
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
1: triethylenediamine / xylene 2: aq. HCl / methanol 3: NaBH4 / methanol 4: H2 / Raney-Ni / dioxane 5: Py 6: KOH / methanol 7: Li, liq. NH3 / diethyl ether; dioxane View Scheme
参考文献
Hiraga
Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 11 p. 1289 - 1294
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
1: NaBH4 / methanol 2: H2 / Raney-Ni / dioxane 3: Py 4: KOH / methanol 5: Li, liq. NH3 / diethyl ether; dioxane View Scheme
参考文献
Hiraga
Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 11 p. 1289 - 1294
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
1: aq. HCl / methanol 2: NaBH4 / methanol 3: H2 / Raney-Ni / dioxane 4: Py 5: KOH / methanol 6: Li, liq. NH3 / diethyl ether; dioxane View Scheme
参考文献
Hiraga
Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 11 p. 1289 - 1294
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
1: H2 / Raney-Ni / dioxane 2: Py 3: KOH / methanol 4: Li, liq. NH3 / diethyl ether; dioxane View Scheme
参考文献
Hiraga
Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 11 p. 1289 - 1294
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
2: 85 percent / 1 N aq. KOH / tetrahydrofuran; methanol / 1 h / Ambient temperature View Scheme
参考文献
Rao, Pemmaraju N.; Cessac, James W.; Kim, Hyun K.
Steroids, 1994 , vol. 59, # 11 p. 621 - 627
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
1: 98 percent / Ag2CO3, Celite / toluene / Heating 3: 85 percent / 1 N aq. KOH / tetrahydrofuran; methanol / 1 h / Ambient temperature View Scheme
参考文献
Rao, Pemmaraju N.; Cessac, James W.; Kim, Hyun K.
Steroids, 1994 , vol. 59, # 11 p. 621 - 627
→
3625-82-9(8R,9S,13S,14S,17S)-13-乙基-3-甲氧基-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-17-醇
反应条件
1: KOH / methanol 2: Li, liq. NH3 / diethyl ether; dioxane View Scheme
参考文献
Hiraga
Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 11 p. 1289 - 1294
