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Synthesis and mass spectrometry of crufomate metabolites and related compounds
Author(s) -
Feil V. J.,
Bakke J. E.,
Zaylskie R. G.
Publication year - 1976
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200030610
Subject(s) - mass spectrometry , chemistry , environmental chemistry , chromatography
Phosphates and phosphoramidates related to 2‐chloro‐4‐ t ‐butylphenyl methyl methylphosphoramidate (crufomate) were synthesized to aid in the identification of crufomate metabolites. Deuterium labeling, metastable determinations and precise mass measurements were used to establish fragmentation pathways. Evidence was obtained for the rearrangement of an N ‐formyl phosphoramidate (the expected result of oxidative metabolism of N ‐methyl phosphoramidates) to an iminomethyl phosphate.