Synthesis of N,N'-unsymmetrical diacylcystines and cystine-containing dipeptides

Eiji Kawanishi, Kyoichi Higuchi, Akihiko Ishida

Research output: Contribution to journalArticle

Abstract

N,N'-Unsymmetrical diacylcystines ((RR)-1 and (SS)-1) were prepared in good yields by three-step reaction sequences starting from cystine diethyl esters ((RR)-5 and (SS)-5). The key step reaction for diacylcystine synthesis, cleavage of diacylcystine diethyl esters ((RR)-2 and (SS)-2) proceeded with no detectable racemization of the products ((RR)-1 and (SS)- 1). Cystine-containing dipeptides ((RRS)-3, (RRR)-3, and (SSR)-3) were also prepared in high yields and in high optical purity.

Original languageEnglish
Pages (from-to)425-442
Number of pages18
JournalHeterocycles
Volume52
Issue number1
Publication statusPublished - Jan 1 2000
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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