Premium
A synthesis of 5‐phenyl‐ d 5 ‐phenyl‐ d 5 ‐hydantoin
Author(s) -
Andresen Brian D.,
Biemann K.
Publication year - 1978
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.2580150154
Subject(s) - benzil , hydantoin , chemistry , benzoin , cyclohexanone , stereochemistry , chemical synthesis , benzene , organic chemistry , combinatorial chemistry , catalysis , biochemistry , in vitro
Abstract The drug 5‐phenyl‐5‐phenyl‐ d 5 ‐hydantoin was prepared employing a five step synthesis starting from readily available benzene‐ d 6 . Two key intermediates, benzoin‐ d 5 , and benzil‐ d 5 , were prepared, containing only one fully labelled phenyl‐ d 5 group. The precursor benzil‐ d 5 was condensed with urea to generate the labelled drug, diphenylhydantoin‐ d 5 . This new probe possesses only one fully labelled phenyl group making it suitable for metabolic studies and as an internal standard for combined GC‐MS‐computer analyses of body fluid extracts. Synthetic procedures as well as complete spectral data of precursors and the labelled drug are presented.