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Syntheses of 14 C‐labelled monoacidic metabolites of dithiopyr
Author(s) -
Mehrsheikh Mohammad E.,
Clizbe Lane A.,
Singh Harbhajan,
Purdum Wr
Publication year - 1991
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.2580290103
Subject(s) - chemistry , carboxylic acid , hydrolysis , thioester , trifluoromethyl , pyridine , potassium hydroxide , alkaline hydrolysis , organic chemistry , ammonium hydroxide , hydroxide , enzyme , alkyl
Convenient methods for the selective hydrolysis of the thioester groups of dithiopyr to the corresponding carboxylic acid are described. 2‐(Difluoromethyl)‐4‐(2‐methylpropyl)‐5‐[(methylthio)carbonyl]‐6‐(trifluoromethyl)‐3‐pyridine‐4‐ 14 C‐carboxylic acid ( 2 ) was obtained by simple potassium hydroxide hydrolysis of 14 C‐labelled dithiopyr. A more involve strategy was necessary for the preparation of the isomeric carboxylic acid 6‐(difluoromethyl)‐4‐(2‐methylpropyl)‐5‐[(methylthio) carbonyl]‐2‐(trifluoromethyl)‐3‐pyridine‐4‐ 14 C‐carboxylic acid ( 3 )