Process improvements in steroid chemistry
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United States of America Patent
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Jan 3, 2006
Grant Date -
Jul 15, 2004
app pub date -
Dec 22, 2003
filing date -
May 22, 2001
priority date (Note) -
Expired
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Abstract
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.
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