Process for the synthesis of pharmacologically active (z/e)-guggulsterones
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United States of America Patent
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Issued Date -
Apr 21, 2005
app pub date -
Jun 10, 2004
filing date -
Sep 3, 2002
priority date (Note) -
Abandoned
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Abstract
The invention relates to an improved process for producing pharmacologically active synthetic stereoisomeric mixture of guggulsterones (4) in the three steps. The mixture of gugguisterones consists of Z-guggulsterone [4,17(20)-trans-pregnadiene-3,16-dione] and E-guggulsterone [4,17(20)-cis-pregnadiene-3,16-dione] and could be in any relative ratio. This improved process comprises (a) epoxidation of 16-dehydropregnanolone acetate (1) with hydrogen peroxide (b) reduction of the so obtained epoxide (2) with hydrazine hydrate and (c) oxidation of the diol (3). 1
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