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• W2019232743 startingPage "1793" @default.
• W2019232743 abstract "The degradation of cefaclor (1), an oral cephalosporin antibiotic, was studied at 37° in a neutral aqueous medium by HPLC and 1H-NMR. Under these conditions, 1 underwent intramolecular aminolysis by the 7-side-chain NH2 group on the β-lactam moiety to give a piperazine-2,5-dione. The most prominent peak in the HPLC profile of a degradation solution from 1 was isolated by prep. HPLC. Mechanistically, the formation of this degradation product cis-11 from 1 involves the contraction from a six-membered cephem ring to a five-membered ring, which presumably takes place via a common episulfonium ion intermediate 9 (see Scheme). Loss of the Cl-atom from 3-chloro-3-cephem is a general reaction subsequent to β-lactam ring opening." @default.
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• W2019232743 date "1996-10-30" @default.
• W2019232743 modified "2023-10-17" @default.
• W2019232743 title "The Degradation Mechanism of an Oral Cephalosporin: Cefaclor" @default.
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• W2019232743 doi "https://doi.org/10.1002/hlca.19960790705" @default.
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