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A modern approach to the synthesis of 2‐(4‐chlorophenyl)[2‐ 14 C]thiazol‐4‐ylacetic acid ([ 14 C] fenclozic acid) and its acyl glucuronide metabolite
Author(s) -
Killick David A.,
Bushby Nick
Publication year - 2013
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.2985
Subject(s) - chemistry , metabolite , potassium cyanide , glucuronide , stereoselectivity , cyanide , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , catalysis
An updated approach to the 1960s synthesis of [ 14 C] fenclozic acid from labelled potassium cyanide is presented. By employing modern synthetic methodology and purification techniques, many of the inherent hazards in the original synthesis are avoided or significantly reduced. The concomitant labelled stereoselective synthesis of the key acyl glucuronide metabolite (the 1‐ β‐O ‐acyl glucuronide) is also described.