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

✍ Scribed by Dennis P. Michaud; Nashaat T. Nashed; Donald M. Jerina


Publisher
John Wiley and Sons
Year
1986
Tongue
French
Weight
235 KB
Volume
23
Category
Article
ISSN
0022-2135

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✦ Synopsis


We report the synthesis of tritiated 7-dehydrocholesterol 5@,6B-oxide in high specific activity. Oxidation of 7a-bromocholesterol 5B16B-oxide to the 3-keto epoxide followed by borotritide reduction, in a special buffer-organic solvent system to minimize undesired rearrangement, regenerated the 3B-hydroxyl group. Base-assisted elimination produced the title compound.


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