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Synthesis of C19 steroid monosulphates labelled with deuterium at specific positions

✍ Scribed by Ulf Rudqvist

Publisher
John Wiley and Sons
Year
1983
Tongue
French
Weight
456 KB
Volume
20
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Synthesis of C~19~ steroid monosulphates labelled with deuterium is reported. Deuterium was introduced either at hydroxylated carbons or in methylene groups, in order to permit use of the steroids in studies of intermolecular hydrogen transfer in vivo. Methylene groups were deuterated by equilibration of carbonyl α‐hydrogens with deuterium oxide. Deuterium at hydroxylated carbons was introduced by metal deuteride reduction. The sulphate group was introduced in the final step of a reaction sequence or, in some cases, in the step preceding the final one followed by removal of an acetate group.

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