Synthesis of deuterium labeled 17-methyl-testosterone

Steroids. 1984 Sep;44(3):253-60. doi: 10.1016/0039-128x(84)90006-0.

Abstract

The synthesis of two forms of selectively deuterated 17-methyl-testosterone is described. 17-Methyl-d3-testosterone was prepared by the Grignard reaction of dehydroepiandrosterone with deuterium labeled methyl magnesium iodide followed by an Oppenauer oxidation. 17-Methyl-d3-testosterone-19,19,19-d3 was prepared by treating 3,3-ethylenedioxy-5,10-epoxy-5 alpha, 10 alpha-estran-17-one with deuterium labeled methyl magnesium bromide followed by hydrolysis and dehydration of the 5 alpha-hydroxyandrostane derivative.

MeSH terms

  • Chemical Phenomena
  • Chemistry
  • Deuterium*
  • Methyltestosterone / chemical synthesis*

Substances

  • Deuterium
  • Methyltestosterone