(3b,5b,15a,16a)-15,16-二氢-3,5-二羟基-3’H-环丙并[15,16]雄甾-6,15-二烯-17-酮合成路线 (共 13 条)
反应条件
methanol; potassium hydroxide; sodium perchlorate in tetrahydrofuran T=0 - 20°C; 3 - 4 h;
参考文献
Newchem S.p.A.
Patent: EP2019114 A1, 2009 ;
Location in patent: Page/Page column 8; 10-11; 28 ;
反应条件
zinc in tetrahydrofuran; acetic acid
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
Angewandte Chemie, , vol. 94, # 9 p. 718 - 719
反应条件
1: 65 percent / dimethylaminopyridine / pyridine / 72 h / Ambient temperature 2: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C 3: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp. 4: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 5: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature View Scheme
参考文献
Angewandte Chemie, , vol. 94, # 9 p. 718 - 719
反应条件
1: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp. 2: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 3: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature View Scheme
参考文献
Angewandte Chemie, , vol. 94, # 9 p. 718 - 719
反应条件
1: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 2: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature View Scheme
参考文献
Angewandte Chemie, , vol. 94, # 9 p. 718 - 719
反应条件
1: 98 percent / tert-butylhydroperoxide, VO(C5H7O2)2 / toluene / 2 h / 80 °C 2: 79 percent / P(C6H5)3 / CCl4; CH2Cl2; pyridine / 2 h / 0 deg C to room temp. 3: 75 percent / Zn / acetic anhydride; tetrahydrofuran / 1.5 h / 70 °C 4: 94 percent / KOH, NaClO4 / tetrahydrofuran; methanol / 2.5 h / Ambient temperature View Scheme
参考文献
Angewandte Chemie, , vol. 94, # 9 p. 718 - 719
反应条件
potassium ethanolate in tetrahydrofuran 2 h; Ambient temperature;
参考文献
Nickisch; Bittler; Laurent; Losert; Casals-Stenzel; Nishino; Schillinger; Wiechert
Journal of Medicinal Chemistry, 1987 , vol. 30, # 8 p. 1403 - 1409
反应条件
1: 88 percent / Zn/Cu / 1,2-dimethoxy-ethane / 5 h / 55 °C 2: 69 percent / KOEt / tetrahydrofuran / 2 h / Ambient temperature 3: 95 percent / H2 / Pd/CaCO3 / tetrahydrofuran; propan-2-ol / 2 h / 750.06 Torr / Ambient temperature 4: 62 percent / pyridinium dichromate / dimethylformamide / 24 h / 70 °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
acetic acid; copper(I) bromide; zinc in ethylene glycol dimethyl ether; isopropyl alcohol T=72 - 75°C; 1 h;
参考文献
Newchem S.p.A.
Patent: EP2019114 A1, 2009 ;
Location in patent: Page/Page column 11 ;