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1-dehydrohexestrol. Synthesis of a precursor for the preparation of tritium-labeled hexestrol derivatives and its use in a new, convenient synthesis of tritium-labeled o-azido-hexestrol

✍ Scribed by Ramanuj Goswami; Michael R. Kilbourn; John A. Katzenellenbogen

Publisher
John Wiley and Sons
Year
1981
Tongue
French
Weight
482 KB
Volume
18
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Erthro‐1‐dehydrohexestrol (4a), an analog of the nonsteroidal estrogen meso‐hexestrol containing a double bond in the side chain, has been synthesized as a general precursor for the preparation of tritium‐labeled hexestrol derivatives. It can be functionalized further as needed, and upon catalytic hydrogenation with tritium gas, it furnishes the desired erythro or meso diastereomer of the hexestrol derivatives. Its use is exemplified in the synthesis of ^3^H‐o‐azidohexestrol (9c) with high specific activity.

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