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Synthesis of [β‐4,5‐ 3 H]‐cholestan‐3‐one, a trail following pheromone component of the eastern tent caterpillar
Author(s) -
DiBattista James P.,
Webster Francis X.
Publication year - 1996
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/(sici)1099-1344(199612)38:12<1083::aid-jlcr931>3.0.co;2-y
Subject(s) - chemistry , tritium , diastereomer , palladium , tritium illumination , pyridine , radiochemistry , organic chemistry , catalysis , nuclear physics , physics
Hydrogenation of 4‐cholesten‐3‐one ( 1 ) with tritium gas over palladium black in pyridine afforded [β‐4,5‐ 3 H]‐cholestan‐3‐one ( 2a ). Tritium NMR showed that there was a mixture of tritiated compounds formed, 2a‐2c ; the latter two containing small amounts of protium substitution. Tritium NMR also indicated that none of the unwanted α‐diastereomer was formed.