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Preparation of [4-3H]-3-dehydroretinol by sodium borotritide reduction

✍ Scribed by Pichit Tosukhowong; Thararat Supasiri

Publisher: John Wiley and Sons
Year: 1985
Tongue: French
Weight: 196 KB
Volume: 22
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580220908

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✦ Synopsis

surmnary 3 [4-HI-Dehydroretinol (2) was prepared from a vitamin A derivative. The procedure involves conversion of methyl retinoate (1) to methyl 4-oxoretinoate (2) by manganese dioxide oxidation. The 3 ~l a b e l was introduced by sodium borotritide reduction of methyl 4-oxoretinoate (2) followed by acid catalyzed dehydration to methyl [4-HI-3-dehydroretinoate (4). Reduction of the tritiated methyl 3 dehydroretinoate with lithium aluminium hydride yielded [4-HI-3-dehydroretinol (2). Final purification was achieved by preparative thin layer chromatography. 3 3 3 Key words: [4-HI-3-Dehydroretinol, methyl [4-HJ-3-dehydroretinoate methyl 4-0xoretinoate~ sodium borotritide Introduction and Discussion 3-Dehydroretinol (vitamin A 1 is a naturally occurring 2 analogue of retinol (vitamin A,). It is the preponderant retinoid in fresh-water vertebrates'' and has nearly half the activity of retinol in rat to retinol in mammals has been reported in several s t u d i e ~( ~-~) , the interpretation is not unequivocal(*). It is, therefore, important to

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