4.2 Article

A straightforward chemical synthesis of 17-ketosteroids by cleavage of the C-17-dihydroxy acetone side chain in corticosteroids

Journal

STEROIDS
Volume 68, Issue 2, Pages 139-142

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/S0039-128X(02)00173-3

Keywords

17-ketosteroids; corticosteroids; C-17-dihydroxy acetone side chain cleavage; 11 beta-hydroxy-pregn-4-ene-3,17-dione; 4-androstene-3,17-dione; 4-androstene-3,11,17-trione

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A facile and convenient approach to 17-ketosteroids is described. Treatment of steroids containing the C-17-dihydroxy acetone side chain with an excess of sodium methoxide in dry 1,4-dioxane under reflux, affords high yields of the corresponding 17-ketosteroids that are recovered as pure products, without the need of further purification. (C) 2002 Elsevier Science Inc. All rights reserved.

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