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. 2011 Jan;76(1-2):28-30.
doi: 10.1016/j.steroids.2010.08.003. Epub 2010 Aug 19.

Synthesis of 7β-hydroxy-epiandrosterone

Christophe Ricco  1 , Gilbert Revial, Clotilde Ferroud, Olivier Hennebert, Robert Morfin
Affiliations

Synthesis of 7β-hydroxy-epiandrosterone

Christophe Ricco et al. Steroids. 2011 Jan.

Abstract

The synthesis of 7β-hydroxy-epiandrosterone (6) possessing strong anti-inflammatory properties was achieved starting from 3β-acetoxy-17,17-(ethylenedioxy)-5-androsten (1). This approach involved as a main step an allylic oxidation of the C-7 followed by two reduction reactions of the double bond and of the carbonyl group. This stereoselective synthesis in 5 steps gave 7β-hydroxy-epiandrosterone in 63% overall yield.

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