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Sterol metabolism, XXXI. Synthesis of the epimeric [24-3H] cholest-5-ENE-3β, 24-diols

✍ Scribed by Yong Yeng Lin; Leland L. Smith

Publisher
John Wiley and Sons
Year
1974
Tongue
French
Weight
267 KB
Volume
10
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A synthesis of [24‐^3^H] (24S)‐cholest‐5‐ene‐3β, 24‐diol (cerebrosterol) in 12.1% radiochemical yield and of its 24‐epimer has been achieved by sodium borotritide reduction of 3β‐hydroxycholest‐5‐en‐24‐one derived from 3β‐hydroxychol‐5‐enic acid by an improved procedure. The epimeric 3β, 24 diols were separated as the dibenzoate esters, for which circular dichroism data are presented in support of the assigned absolute stereochemistry.

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