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Preparation of high specific activity all trans-α-retinyl-11-3H acetate

✍ Scribed by Ronnie L. Hale; Walter Burger; Clark W. Perry; Arnold A. Liebman

Publisher
John Wiley and Sons
Year
1977
Tongue
French
Weight
481 KB
Volume
13
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Lithium borotritide reduction of α‐ionylidene‐acetaldehyde (5) followed by manganese dioxide oxidation provided the tritiated aldehyde (9) which retainad over 95% of the label. On treatment with the ylide derived from ethyl 4‐chloro‐3‐methylcrotonate, ethyl α‐retinoate‐11‐^3^H (14) was obtained which, after purification, was hydrolyzed to α‐retinoic‐11‐^3^H acid (15). Conversion to the methyl ester (16) followed by lithium aluminum hydride reduction yielded all trans‐ α‐retinol (17) which was isolated as the acetate derivative (18).

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