Steroids p. 253 - 260 (1984)
Update date:2022-07-30
Topics:
Shinohara, Y.
Baba, S.
Kasuya, Y.
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-5α,10α-estran-17-one with deuterium labeled methyl magnesium bromide followed by hydrolysis and dehydration of the 5α-hydroxyandrostane derivative.
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(1985)Doi:10.1021/jo00352a017
(1986)Doi:10.1016/j.tet.2018.02.031
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