Mechanistic insight into oxidized N , N -dimethylacetamide as a source of formaldehyde related derivatives

A hemiaminal derivative identified during preparation of the penultimate of ceftolozane 1 , mandated a thorough investigation of the source of the impurity. N , N -Dimethylacetamide ( DMAc ) subjected to oxidation was found to be the culprit generating oxidized products that serve as sources of the...

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Published inReaction chemistry & engineering Vol. 3; no. 2; pp. 146 - 150
Main Authors Zewge, Daniel, Bu, Xiaodong, Sheng, Huaming, Liu, Yizhou, Liu, Zhu, Harman, Brett, Reibarkh, Mikhail, Gong, Xiaoyi
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 01.04.2018
Subjects
Derivatives
Formaldehyde
Oxidation
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Summary:A hemiaminal derivative identified during preparation of the penultimate of ceftolozane 1 , mandated a thorough investigation of the source of the impurity. N , N -Dimethylacetamide ( DMAc ) subjected to oxidation was found to be the culprit generating oxidized products that serve as sources of the hemiaminal derivative. Identification of DMAc as a source of formaldehyde derivatives and the mechanism of DMAc oxidation are elaborated.
ISSN:2058-9883
2058-9883
DOI:10.1039/C7RE00199A