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

Steroids. 2003 Feb;68(2):139-42. doi: 10.1016/s0039-128x(02)00173-3.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 17-Hydroxycorticosteroids / chemistry*
  • 17-Ketosteroids / chemical synthesis*
  • 17-Ketosteroids / chemistry
  • Acetone / chemistry*
  • Molecular Structure

Substances

  • 17-Hydroxycorticosteroids
  • 17-Ketosteroids
  • Acetone