Synthesis of tritium labelled 7-dehydrocholesterol 5β,6β-oxide

We report the synthesis of tritiated 7‐dehydrocholesterol 5β,6β‐oxide in high specific activity. Oxidation of 7α‐bromo‐cholesterol 5β,6β‐oxide to the 3‐keto epoxide followed by borotritide reduction, in a special buffer‐organic solvent system to minimize undesired rearrangement, regenerated the 3β‐h...

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Veröffentlicht in:	Journal of labelled compounds & radiopharmaceuticals 1986-04, Vol.23 (4), p.371-376
Hauptverfasser:	Michaud, Dennis P., Nashed, Nashaat T., Jerina, Donald M.
Format:	Artikel
Sprache:	eng
Schlagworte:	6β-oxide 7-dehydrocholesterol 5β 7‐dehydrocholesterol 5β,6β‐oxide borohydride reduction cholesterol oxide hydrolase inhibition tritium
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	We report the synthesis of tritiated 7‐dehydrocholesterol 5β,6β‐oxide in high specific activity. Oxidation of 7α‐bromo‐cholesterol 5β,6β‐oxide to the 3‐keto epoxide followed by borotritide reduction, in a special buffer‐organic solvent system to minimize undesired rearrangement, regenerated the 3β‐hydroxyl group. Base‐assisted elimination produced the title compound.
ISSN:	0362-4803 1099-1344
DOI:	10.1002/jlcr.2580230404