title: Synthesis of deuterium labeled 17-methyl-testosterone.
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: D055598:Chemical Phenomena; D002621:Chemistry; D003903:Deuterium; D008777:Methyltestosterone / Q000138:chemical synthesis*
chemical_list: D003903:Deuterium; D008777:Methyltestosterone