4434-41-7Relevant academic research and scientific papers
Syntheses of 2α- and 2β-Deuterio-testosterones and -androst-4-ene-3,17-diones
Holland, Herbert L.,Rao, J. Appa,Chenchaiah, P. Chinna
, p. 2027 - 2032 (2007/10/02)
Testosterone and androst-4-ene-3,17-dione with a deuterium label in the 2α- or 2β-position have been synthesized from a common intermediate, 5α-androst-2-ene-5α,17β-diol.An improved preparation of the latter is described, together with its conversion via epoxidation, reductive epoxide opening, and subsequent oxidation and dehydration to 2β-labelled Δ4-3-oxo steroids.Treatment of the same precursor with labelled diborane leads, by a similar synthetic sequence, to both 2α-, and 2β-labelled Δ4-3-oxo steroids.The stereochemical integrity of the products has been determined by high-field deuterium n.m.r.
