13-乙基-3-甲氧基雌甾-1,3,5(10),8-四烯-17b-醇合成路线 （共 15 条）
反应条件
1: Li, liq. NH3, PhNH2 / tetrahydrofuran 2: CrO3, aq. H2SO4 / acetone View Scheme
参考文献
Hiraga
Chemical and pharmaceutical bulletin, 1965 , vol. 13, # 11 p. 1289 - 1294
反应条件
1: (i) LiNH2, liq. NH3, PhNH2, THF, (ii) AcOH, EtOH 2: Al(OiPr)3 / butan-2-one; benzene / Heating 3: (i) Li, H2NCH2CH2NH2, THF, (ii) aq. HCl, MeOH View Scheme
参考文献
Rufer,C. et al.
Justus Liebigs Annalen der Chemie, 1967 , vol. 702, p. 141 - 148
反应条件
1: Li, liq. NH3, PhNH2 / tetrahydrofuran 2: CrO3, aq. H2SO4 / acetone 3: Py, aq. HCl / 180 °C View Scheme
参考文献
Rufer,C. et al.
Justus Liebigs Annalen der Chemie, 1971 , vol. 752, p. 1 - 13
→
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 ;
反应条件
1.1: benzaldehyde; 2,6-di-tert-butyl-4-methyl-phenol; aluminum isopropoxide / tert-butyl methyl ether / 4 h / 20 °C / |Inert atmosphere
2.1: hydrogenchloride / methanol; water; tetrahydrofuran / 18 h / |Reflux; |Inert atmosphere
2.2: 48 h / 20 °C
3.1: pyridinium chlorochromate; aluminum oxide / dichloromethane / 4 h / 20 °C
4.1: toluene; pentane / 4 h / 0 - 20 °C
5.1: lithium; ammonia / tetrahydrofuran; tert-butyl alcohol / 2 h / -40 °C
6.1: hydrogenchloride / methanol; water / 3 h / 0 °C / |Reflux
View Scheme
参考文献
Nickisch, Klaus; Santhamma, Bindu
Patent: US2013/123523 A1, 2013 ;
