17α-甲基雄甾-17β-醇-3-酮合成路线 (共 10 条)
反应条件
1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in dimethyl sulfoxide T=65°C; 2 h;
参考文献
Chhikara, Bhupender S.; Chandra, Ramesh; Tandon, Vibha
Tetrahedron Letters, 2004 , vol. 45, # 41 p. 7585 - 7588
反应条件
1: (i) B2H6, THF, (ii) aq. H2O2, NaOH 2: CrO3, aq. H2SO4 / acetone View Scheme
参考文献
Cross,A.D. et al.
Journal of Medicinal and Pharmaceutical Chemistry, 1962 , vol. 5, p. 406 - 408
反应条件
1: toluene; tetrahydrofuran / 5 h / 80 °C 2: Jones reagent / acetone View Scheme
参考文献
Gauthier, Julie; Poirier, Donald; Ayotte, Christiane
Steroids, 2012 , vol. 77, # 6 p. 635 - 643
反应条件
tetrahydrofuran; ammonia; lithium
参考文献
Syntex S.A.
Patent: US2763670 , 1955 ;
参考文献
Ruzicka; Meister; Prelog
Helvetica Chimica Acta, 1947 , vol. 30, p. 867,873
反应条件
1.1: pyridinium bromide perbromide / ethanol; water / 5.25 h / 24 - 27 °C / |Inert atmosphere; |Large scale 2.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 3 h / 110 - 115 °C / |Inert atmosphere 3.1: ozone / methanol / 6 h / -40 - -30 °C / |Inert atmosphere; |Large scale 4.1: sodium hydroxide / ethanol; water / 8 - 9 °C / |Inert atmosphere 4.2: 1 h / 5 - 7 °C 4.3: 8.75 h / 1 - 9 °C View Scheme
参考文献
Cabaj, John E.; Kairys, David; Benson, Thomas R.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 378 - 388
反应条件
sodium hydride; oxalic acid diethyl ester anschliessend mit K2CO3 und CH3I in Aceton und Behandeln des Reaktionsprodukts mit Natriumaethylat in Aethanol;
参考文献
Ringold et al.
Journal of the American Chemical Society, 1959 , vol. 81, p. 427,430
反应条件
1: O2, KOtBu / 2-methyl-propan-2-ol 2: aq. NH2OH*HCl 3: KOH / ethane-1,2-diol / 180 - 190 °C View Scheme
参考文献
Chemical and pharmaceutical bulletin, , vol. 13, # 12 p. 1445 - 1459
反应条件
sodium hydrogencarbonate in dimethyl sulfoxide; ethyl acetate; toluene
参考文献
Desai, Shaileshkumar Ramanlal; Ray JR., David Wayne; Sayed, Yousry A.
Patent: US2003/109721 A1, 2003 ;
反应条件
1: 3.0 g / pyridinium tribromide / ethanol; CH2Cl2 / 3 h / 40 °C 2: 2.04 g / LiBr; Li2CO3 / dimethylformamide / 2 h / Heating View Scheme
参考文献
Cabaj, John E.; Kairys, David; Benson, Thomas R.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 378 - 388