1-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮合成路线 (共 7 条)
→
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
反应条件
potassium hydroxide in methanol 0.5 h; Heating;
参考文献
Simpson, Daniel J.; Unkefer, Clifford J.; Whaley, Thomas W.; Marrone, Babetta L.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5391 - 5396
→
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
反应条件
1: 185 mg / pyridine / 20 h 2: 22 mg / dimethylsulfoxide / 240 h / 55 °C 3: 7 mg / 5percent aq. KOH / methanol / 0.5 h / Heating View Scheme
参考文献
Simpson, Daniel J.; Unkefer, Clifford J.; Whaley, Thomas W.; Marrone, Babetta L.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5391 - 5396
→
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
反应条件
1: SOCl2 / CH2Cl2 / 20 h / Ambient temperature 2: LiAlH<OC(CH3)3>3 / tetrahydrofuran / 1 h / -65 °C 3: 185 mg / pyridine / 20 h 4: 22 mg / dimethylsulfoxide / 240 h / 55 °C 5: 7 mg / 5percent aq. KOH / methanol / 0.5 h / Heating View Scheme
参考文献
Simpson, Daniel J.; Unkefer, Clifford J.; Whaley, Thomas W.; Marrone, Babetta L.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5391 - 5396
→
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
反应条件
1: LiAlH<OC(CH3)3>3 / tetrahydrofuran / 1 h / -65 °C 2: 185 mg / pyridine / 20 h 3: 22 mg / dimethylsulfoxide / 240 h / 55 °C 4: 7 mg / 5percent aq. KOH / methanol / 0.5 h / Heating View Scheme
参考文献
Simpson, Daniel J.; Unkefer, Clifford J.; Whaley, Thomas W.; Marrone, Babetta L.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5391 - 5396
→
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
反应条件
1: 22 mg / dimethylsulfoxide / 240 h / 55 °C 2: 7 mg / 5percent aq. KOH / methanol / 0.5 h / Heating View Scheme
参考文献
Simpson, Daniel J.; Unkefer, Clifford J.; Whaley, Thomas W.; Marrone, Babetta L.
Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 5391 - 5396
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
→
反应条件
enzymatic reaction with cytochrome P-450scc;
参考文献
Journal of Organic Chemistry, , vol. 56, # 18 p. 5391 - 5396
135212-24-71-[(2S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-羟基-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲-17-基]戊烷-3-基]氧基-3,10-二氢吩恶嗪-2-酮
→
反应条件
enzymatic reaction with cytochrome P-450scc;
参考文献
Journal of Organic Chemistry, , vol. 56, # 18 p. 5391 - 5396