(3b,15a,16a)-15,16-二氢-3-羟基-3’H-环丙[15,16]雄甾-5,15-二烯-17-酮合成路线 (共 10 条)
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 34, p. 1743 - 1748
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 8 p. 1893 - 1898
反应条件
1: 86 percent / diethyl ether / 14 h / 20 °C / 750.06 Torr 2: 23 percent / BF3*Et2O / acetone / 1 h / 20 °C 3: alkali / aq. ethanol View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 34, p. 1743 - 1748
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 8 p. 1893 - 1898
反应条件
1: 23 percent / BF3*Et2O / acetone / 1 h / 20 °C 2: alkali / aq. ethanol View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 34, p. 1743 - 1748
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 8 p. 1893 - 1898
反应条件
sodium hydride 1.) DMSO, 20 deg C, 2.) 2 h;
参考文献
Kamernitskii, A. V.; Galakhova, T. N.; Levina, I. S.; El'yanov, V. S.; Bodganov, V. S.; Cherepanova, E. G.
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1985 , vol. 34, p. 1743 - 1748
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1985 , # 8 p. 1893 - 1898
反应条件
1: 55 percent / Botryodiplodia malorum / 40 h 2: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature 3: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C 4: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp. 5: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 6: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature 7: 88 percent / Zn/Cu / 1,2-dimethoxy-ethane / 5 h / 55 °C 8: 69 percent / KOEt / tetrahydrofuran / 2 h / Ambient temperature 9: 95 percent / H2 / Pd/CaCO3 / tetrahydrofuran; propan-2-ol / 2 h / 750.06 Torr / Ambient temperature 10: 62 percent / pyridinium dichromate / dimethylformamide / 24 h / 70 °C View Scheme
参考文献
Deng, Gang; Huang, Zuogang; Zhao, Xiaolong; Li, Zheng; Li, Yuanchao; Jiang, Biao
Chinese Journal of Chemistry, 2013 , vol. 31, # 1 p. 15 - 17
反应条件
1: 55 percent / Botryodiplodia malorum / 40 h 2: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature 3: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C 4: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp. 5: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 6: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature View Scheme
参考文献
Bittler, Dieter; Hofmeister, Helmut; Laurent, Henry; Nickisch, Klaus; Petzoldt, Karl; et al.
Angewandte Chemie, 1982 , vol. 94, # 9 p. 718 - 719
反应条件
1: 55 percent / Botryodiplodia malorum / 40 h 2: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature 3: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C 4: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp. 5: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 6: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature 7: 88 percent / Zn/Cu / 1,2-dimethoxy-ethane / 5 h / 55 °C View Scheme
参考文献
Bittler, Dieter; Hofmeister, Helmut; Laurent, Henry; Nickisch, Klaus; Petzoldt, Karl; et al.
Angewandte Chemie, 1982 , vol. 94, # 9 p. 718 - 719
反应条件
1: 55 percent / Botryodiplodia malorum / 40 h
2: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature
3: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C
4: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp.
5: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C
6: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature
7: 88 percent / Zn/Cu / 1,2-dimethoxy-ethane / 5 h / 55 °C
8: 69 percent / KOEt / tetrahydrofuran / 2 h / Ambient temperature
9: 95 percent / H2 / Pd/CaCO3 / tetrahydrofuran; propan-2-ol / 2 h / 750.06 Torr / Ambient temperature
10: 62 percent / pyridinium dichromate / dimethylformamide / 24 h / 70 °C
11: 59 percent / DDQ / dioxane / 1.5 h / 100 °C
View Scheme
参考文献
Bittler, Dieter; Hofmeister, Helmut; Laurent, Henry; Nickisch, Klaus; Petzoldt, Karl; et al.
Angewandte Chemie, 1982 , vol. 94, # 9 p. 718 - 719
反应条件
1: 55 percent / Botryodiplodia malorum / 40 h
2: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature
View Scheme
参考文献
Bittler, Dieter; Hofmeister, Helmut; Laurent, Henry; Nickisch, Klaus; Petzoldt, Karl; et al.
Angewandte Chemie, 1982 , vol. 94, # 9 p. 718 - 719
反应条件
1: 55 percent / Botryodiplodia malorum / 40 h
2: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature
3: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C
4: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp.
5: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C
6: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature
7: 88 percent / Zn/Cu / 1,2-dimethoxy-ethane / 5 h / 55 °C
8: 69 percent / KOEt / tetrahydrofuran / 2 h / Ambient temperature
View Scheme
参考文献
Bittler, Dieter; Hofmeister, Helmut; Laurent, Henry; Nickisch, Klaus; Petzoldt, Karl; et al.
Angewandte Chemie, 1982 , vol. 94, # 9 p. 718 - 719