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Updated: Jun 10, 2026

Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Synthesis of 7β-hydroxy-epiandrosterone
Christophe Ricco1, Gilbert Revial, Clotilde Ferroud
1Laboratoire de Transformations Chimiques et Pharmaceutiques, UMR7084, Conservatoire National des Arts et Métiers, 2 rue Conté, 75003 Paris, France.
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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