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Synthesis of β-sitosterol-3-14C

✍ Scribed by P. P. H. H. L. Otto; A. C. Besemer; W. H. J. M. Wientjens

Publisher
John Wiley and Sons
Year
1970
Tongue
French
Weight
581 KB
Volume
6
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The synthesis of β‐sitosterol‐3‐^14^C, specific activity 5 mCi/mM, radiochemical purity ≥98 %, is described. Starting from stigmasterol, the complete synthesis consists of eleven reaction steps. It is based on methods described in the literature. For some of the steps, a considerable improvement in yield has been achieved. The actual labelling step is the condensation of 4‐oxa‐Δ^5^‐stigmasten‐3‐one with phenyl acetate‐^14^C in the presence of sodium hydride. β‐Sitosterol‐3‐^14^C has been obtained with a chemical yield of 23 %, based on 4‐oxa‐Δ^5^‐stigmasten‐3‐one. The radiochemical yield was 10.3 %. Chemical and radiochemical purities of β‐sitosterol‐3‐^14^C have been determined by means of thin‐layer chromatography, gas‐liquid chromatography and mass spectrometry.

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