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Synthesis of C 19 steroid monosulphates labelled with deuterium at specific positions
Author(s) -
Rudqvist Ulf
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.2580201005
Subject(s) - chemistry , deuterium , methylene , steroid , hydrogen , oxide , tritium , intermolecular force , medicinal chemistry , stereochemistry , radiochemistry , organic chemistry , molecule , biochemistry , physics , quantum mechanics , hormone , nuclear physics
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.