Synthesis and structure of the glutathione conjugate of chloroacetaldehyde

Yushun Li, Dean E. Carter, Eugene A Mash

Research output: Contribution to journalArticle

4 Citations (Scopus)

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 - 2002

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Glutathione
Thiazines
Dehydration
Aldehydes
Cysteine
Condensation
Esters
Nitrogen
Salts
Sodium
Derivatives
chloroacetaldehyde

Keywords

  • Alkylation
  • Chloroacetaldehyde
  • Glutathione
  • Xenobiotic

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis and structure of the glutathione conjugate of chloroacetaldehyde. / Li, Yushun; Carter, Dean E.; Mash, Eugene A.

In: Synthetic Communications, Vol. 32, No. 10, 2002, p. 1579-1583.

Research output: Contribution to journalArticle

Li, Yushun ; Carter, Dean E. ; Mash, Eugene A. / Synthesis and structure of the glutathione conjugate of chloroacetaldehyde. In: Synthetic Communications. 2002 ; Vol. 32, No. 10. pp. 1579-1583.
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