Studies on the reactivity of azetidin-2-ones in phosphate buffer

Nicholas James Westwood, CJ Schofield, TDW Claridge

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

H-1 NMP (500 MHz) analyses repeal that in phosphate buffer, N-arylsulfonyl beta-lactams such as ethyl N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate and (4S)-ethyl 3-ethyl-N-(p-nitrophenylsulfonyl)-2-oxoazetidine-4-carboxylate undergo hydrolysis through (minimally) two mechanisms: via direct hydrolysis and via an unstable acyl phosphate intermediate, The acyl phosphate intermediates can be trapped using hydrazine.

Original languageEnglish
Pages (from-to)2725-2729
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number18
DOIs
Publication statusPublished - 21 Sept 1997

Keywords

  • HUMAN-LEUKOCYTE ELASTASE

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