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Synthesis of deuterium labeled C19-Δ16 steroids

✍ Scribed by R. H. Thompson Jr.; A. M. Pearson

Publisher
John Wiley and Sons
Year
1982
Tongue
French
Weight
404 KB
Volume
19
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Deuterium labeled forms of 5α‐androst‐16‐en‐3‐one, 3α‐hydroxy‐5α‐androst‐16‐ene, 3β‐hydroxy‐5α‐androst‐16‐ene, 3β‐hydroxy‐5, 16‐androstadiene and 4, 16‐androstadien‐3‐one were prepared to serve as internal standards in quantitative analysis of C~19~‐Δ^16^ steroids by mass spectrometric reverse isotope dilution. In general, the methods used employed deuterium exchange of activated hydrogens adjacent to carbonyl carbons followed by reaction steps which isolated the newly incorporated deuterium. Removal of any remaining exchangeable deuteriums was the final step in each reaction sequence.

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