Process improvements in steroid chemistry

Steroids containing a cyclohexene moiety are efficiently oxidized to the corresponding α,β-unsaturated ketone using copper iodide and t-butyl hydroperoxide. A steroid compound containing the α,β-unsaturated ketone structure is efficiently converted to the corresponding vicinal diol using a hydrobora...

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Bibliographic Details
Main Authors Burgoyne, David L, Ji, Gueijun, Kelleher, Eugene W, Paschalides, Nicholas D, Ramachandran, Kishore, Shen, Yaping, Zhou, Yuanlin
Format Patent
LanguageEnglish
Published 03.01.2006
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Summary:Steroids containing a cyclohexene moiety are efficiently oxidized to the corresponding α,β-unsaturated ketone using copper iodide and t-butyl hydroperoxide. A steroid compound containing the α,β-unsaturated ketone structure is efficiently converted to the corresponding vicinal diol using a hydroborating reagent followed by oxidative workup, e.g., borane followed by sodium perborate. Benzoyl and substituted benzoyls are superior protecting groups for hydroxyl groups present in the compounds.