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Synthesis of trideuterated stanozolol labelled selectively at the 17‐methyl group
Author(s) -
Johnston D.,
Henderson K.
Publication year - 1983
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580200710
Subject(s) - chemistry , stanozolol , labelling , yield (engineering) , deuterium , methyl iodide , methyl group , medicinal chemistry , group (periodic table) , organic chemistry , biochemistry , anabolism , materials science , physics , quantum mechanics , metallurgy
A synthetic procedure for stanozolol‐d 3 is described. Deuterium labelling was achieved by the Grignard reaction of androstan‐3β ‐ ol ‐ 17 ‐ one with deuterium labelled methyl magnesium iodide (CD 3 Mg I). The synthesis was achieved in five steps from Δ5‐androstan‐ 3 ‐β‐ol‐17‐one in an overall yield of 15%. The procedure resulted in a product which was selectively deuterated and chemically pure.