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The synthesis of one H‐2 labeled and two H‐3 labeled leukotriene C4 synthase inhibitors
Author(s) -
Bergare Jonas,
Kingston Lee,
Guly Dominic J.,
Dolan James,
Lewis Richard J.,
Elmore Charles S.
Publication year - 2020
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.3862
Subject(s) - chemistry , leukotriene c4 , atp synthase , stereochemistry , enzyme , biochemistry , leukotriene , medicine , asthma
As part of a medicinal chemistry program aimed at developing a leukotriene C4 synthase inhibitor for the treatment of asthma, two tritium‐labeled and one stable isotope‐labeled compounds were required. The synthesis of the tritium‐labeled compounds used a standard bromination‐tritiodehalogentation approach. One of the tritium‐labeled compounds was observed to exchange its tritium label slowly with the solvent. The stable isotope‐labeled compound was prepared in seven steps (3% overall yield) from [ 2 H 6 ]acetone in a modification of the route used by medicinal chemistry.