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Preparation of [4‐ 3 H]‐3‐dehydroretinol by sodium borotritide reduction
Author(s) -
Tosukhowong Pichit,
Supasiri Thararat
Publication year - 1985
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580220908
Subject(s) - chemistry , lithium (medication) , derivative (finance) , sodium , lithium aluminium hydride , aluminum hydride , thin layer chromatography , nuclear chemistry , chromatography , organic chemistry , catalysis , medicine , financial economics , economics , endocrinology , methoxide
[4‐ 3 H]‐Dehydroretinol (5) was prepared from a vitamin A derivative. The procedure involves conversion of methyl retinoate (1) to methyl 4‐oxoretinoate (2) by manganes dioxide oxidation. The 3 H‐label was introduced by sodium borotritide reduction of methyl 4‐oxoretinoate (2) followed by acid catalyzed dehyration to methyl [4‐ 3 H]‐3‐dehydroretinoate (4). Reduction of the tritiated methyl dehydroretinoate with lithium aluminium hydride yielded [4‐ 3 H]‐3‐dehydroretinol (5). Final purification was achieved by preparative thin layer chromatography.