13-甲基-17-(四氢吡喃-2-基氧基)-6,7,8,9,11,12,14,15,16,17-十氢环戊烯并[a]菲-3-醇合成路线 （共 12 条）
反应条件
potassium hydroxide; dihydrogen peroxide in methanol; dichloromethane T=4°C; 4 h;
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
hydrogenchloride in 1,4-dioxane T=25°C; 1 h;
参考文献
Boucheau, Vincent; Renaud, Melanie; Ravel, Marc Rolland de; Mappus, Elisabeth; Cuilleron, Claude Y.
Steroids, 1990 , vol. 55, # 5 p. 209 - 221
反应条件
1: POCl3 / 3 h / Ambient temperature 2: 1.) LDA / 1.) THF, -78 deg C, 10 min 3: H2O2 / tetrahydrofuran / 0.5 h / -15 °C View Scheme
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
1: 95 percent / pyridine, 4-(dimethylamino)pyridine / 1.75 h / Ambient temperature 2: 96 percent / NaBH4 / ethanol; dioxane / 1.5 h / Ambient temperature 3: 99 percent / pyridinium p-toluenesulfonate / tetrahydrofuran / 14 h / Ambient temperature 4: 93 percent / KOH / methanol / 9.5 h / Ambient temperature 5: Collins reagent / CH2Cl2 / 0.5 h / Ambient temperature 6: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH2Cl2; methanol / 0.33 h / Ambient temperature 7: 93 percent / collidine / benzene / 0.67 h / 0 °C 8: 40 percent / KOH, 30percent aq. HOOH / CH2Cl2; methanol / 4 h / 4 °C View Scheme
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
1: Collins reagent / CH2Cl2 / 0.5 h / Ambient temperature 2: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH2Cl2; methanol / 0.33 h / Ambient temperature 3: 93 percent / collidine / benzene / 0.67 h / 0 °C 4: 40 percent / KOH, 30percent aq. HOOH / CH2Cl2; methanol / 4 h / 4 °C View Scheme
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
1: 93 percent / collidine / benzene / 0.67 h / 0 °C 2: 40 percent / KOH, 30percent aq. HOOH / CH2Cl2; methanol / 4 h / 4 °C View Scheme
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
1: 99 percent / pyridinium p-toluenesulfonate / tetrahydrofuran / 14 h / Ambient temperature 2: 93 percent / KOH / methanol / 9.5 h / Ambient temperature 3: Collins reagent / CH2Cl2 / 0.5 h / Ambient temperature 4: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH2Cl2; methanol / 0.33 h / Ambient temperature 5: 93 percent / collidine / benzene / 0.67 h / 0 °C 6: 40 percent / KOH, 30percent aq. HOOH / CH2Cl2; methanol / 4 h / 4 °C View Scheme
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
1: 93 percent / KOH / methanol / 9.5 h / Ambient temperature 2: Collins reagent / CH2Cl2 / 0.5 h / Ambient temperature 3: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH2Cl2; methanol / 0.33 h / Ambient temperature 4: 93 percent / collidine / benzene / 0.67 h / 0 °C 5: 40 percent / KOH, 30percent aq. HOOH / CH2Cl2; methanol / 4 h / 4 °C View Scheme
参考文献
Cole, Philip A.; Robinson, Cecil H.
Journal of the American Chemical Society, 1991 , vol. 113, # 21 p. 8130 - 8137
反应条件
1: p-toluenesulfonic acid / tetrahydrofuran / 7 h / 22 °C 2: 50 percent / 1N aq. HCl / dioxane / 1 h / 25 °C View Scheme
参考文献
Boucheau, Vincent; Renaud, Melanie; Ravel, Marc Rolland de; Mappus, Elisabeth; Cuilleron, Claude Y.
Steroids, 1990 , vol. 55, # 5 p. 209 - 221
反应条件
1: POCl3 / 3 h / Ambient temperature 2: 1.) LDA / 1.) THF, -78 deg C, 10 min 3: H2O2 / tetrahydrofuran / 0.5 h / -15 °C View Scheme
参考文献
Al-Hassan, Mohammed I.
Synthetic Communications, 1989 , vol. 19, # 3and4 p. 453 - 462
