13-乙基-11-亚甲基-4-雌烯-17-酮合成路线 （共 32 条）
反应条件
1: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature 2: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C 3: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 29, # 5 p. 572 - 576
反应条件
1: 94 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C 2: 79 percent / HC(OEt)3, p-TsOH*H2O / CH2Cl2 / 7 h / Heating 3: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C 4: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C 5: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C 6: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature 7: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C 8: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 29, # 5 p. 572 - 576
反应条件
1: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C 2: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C 3: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C 4: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature 5: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C 6: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 29, # 5 p. 572 - 576
反应条件
1: 79 percent / HC(OEt)3, p-TsOH*H2O / CH2Cl2 / 7 h / Heating 2: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C 3: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C 4: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C 5: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature 6: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C 7: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 29, # 5 p. 572 - 576
反应条件
1: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C 2: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 29, # 5 p. 572 - 576
反应条件
1: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C 2: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C 3: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature 4: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C 5: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C View Scheme
参考文献
Organic Preparations and Procedures International, , vol. 29, # 5 p. 572 - 576
反应条件
lithium; ethylenediamine in tetrahydrofuran T=25°C; 2 h; continuous flow of ethyne;
参考文献
Tetrahedron, , vol. 50, # 36 p. 10709 - 10720
反应条件
in dimethyl sulfoxide T=20°C; 21 h;
参考文献
WO2004/14934 A2, ;
Page 21-22 ;
反应条件
lithium in tetrahydrofuran; ethylenediamine
反应条件
in tetrahydrofuran; ethylenediamine T=10 - 20°C; 4 h;
参考文献
Steroids, , vol. 67, # 2 p. 111 - 117
