ArticleOrganic & biomolecular chemistry2025
A synthesis of 1β-hydroxytestosterone, a metabolite of xenobiotic human cytochrome P450 enzymes, beginning with a borylation of boldione.
Article in Organic & biomolecular chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Xenobiotic cytochrome P450 enzymes have been shown to hydroxylate testosterone at various positions in the steroid backbone, including C1 to produce 1β-hydroxytestosterone. Despite the potential application to study the biochemistry of these enzymes, 1β-hydroxytestosterone is not commercially available. A synthesis of 1β-hydroxytestosterone from commercially available boldione (androst-1,4-dien-3,17-dione) was accomplished in eight steps. The key step to functionalize C1 was a borylation reaction catalyzed by an
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