3.beta.,7.beta.,15.alpha.-Trihydroxy-5-androsten-17-one, its 3,15-dipivalate, and their preparation
AssigneeSchering Corporation
InventorsKarl Petzoldt, Henry Laurent, Rudolf Wiechert
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Abstract
A process for the preparation of 3.beta.,7.beta.,15.alpha.-trihydroxy-5-androsten-17-one and the 3,15-dipivalate thereof comprises epimerizing 3.beta.,7.alpha.,15.alpha.-trihydroxy-5-androsten-17-one in the presence of a ketone with or without a solvent, with dilute mineral acid and subsequent treatment with an organic base, and optionally subsequently esterifying the 3.beta.- and 15.alpha.-positions of the resultant 3.beta.,7.beta.,15.alpha.-triol with a reactive derivative of pivalic acid.
Claims14
A process for preparing 3.beta.,7.beta.,15.alpha.-trihydroxy-5-androsten-17-one, comprising acidifying 3.beta.,7.beta.,15.alpha.-trihydroxy-5-androsten-17-one with a dilute mineral acid or dilute strong organic acid in the presence of a ketone, and, then, reacting the resultant product with and organic base.
A process for epimerizing an allyl-positioned 7.alpha.-hydroxy or 7.alpha.-o-acetoxy group in a .DELTA..sup.5 -steroid to the corresponding 7.beta.-group, comprising treating the 7.alpha.-steroid with a dilute mineral acid or dilute strong organic acid in the presence of a ketone.
3.beta.,7.beta.,15.alpha.-Trihydroxy-5-androsten-17-one.
3.beta.,15.alpha.-Dipivaloyoxy-7.beta.-hydroxy-5-androsten-17-one.
Dependencies are inferred from the claim text.