Synthesis and structure of the glutathione conjugate of chloroacetaldehyde

Yushun Li, Dean E. Carter, Eugene A. Mash

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A synthesis and the structure of the title compound are presented. The sodium salt of N-BOC glutathione dimethyl ester was S-alkylated with chloroacetaldehyde. Following a protection/deprotection sequence, condensation of the aldehyde moiety with the nitrogen of the cysteine residue and subsequent dehydration produced a glutathione derivative that contains a 2,3-dihydro-4H-1,4-thiazine ring.

Original languageEnglish (US)
Pages (from-to)1579-1583
Number of pages5
JournalSynthetic Communications
Volume32
Issue number10
DOIs
StatePublished - Jan 1 2002

Keywords

  • Alkylation
  • Chloroacetaldehyde
  • Glutathione
  • Xenobiotic

ASJC Scopus subject areas

  • Organic Chemistry

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