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Identification of an impurity in synthetically prepared GAZT: 4″,5″‐dehydro‐GAZT
Author(s) -
Koble Cecilia S.,
Hall William R.,
Styles Virgil L.,
Rideout Janet L.,
Minick Doug,
Cichetti James,
Johnson Robert L.,
Crouch Ronald C.,
Martin Gary E.
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280724
Subject(s) - chemistry , impurity , mass spectrometry , chromatography , high performance liquid chromatography , glucuronide , organic chemistry , metabolite , biochemistry
A minor impurity was recorded by hplc during the final purification of synthetically prepared samples of the 5′‐0‐glucuronide of azidothymidine (GAZT). Following isolation of a small quantity of this impurity by hplc, elucidation of the structure was undertaken. A combination of two‐dimensional nmr methods in conjunction with infrared spectroscopy and mass spectrometry were utilized to unequivocally identify the impurity as the 4″,5″‐dehydro‐5′‐ O ‐glucuronide of AZT (DGAZT).