Syntheses of hydrazino peptides and conjugates

Siva S. Panda, Claudia El-Nachef, Kiran Bajaj, Alan R. Katritzky

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

(α-Benzyloxycarbonyl-aminoacyl)benzotriazolides (Cbz = benzyloxycarbonyl) underwent a coupling reaction with α-hydrazino acids under microwave irradiation to form hybrid hydrazino dipeptides (42-71 %). Chiral acylations of β-N-Cbz-α-hydrazino acylbenzotriazolides were successfully carried out with N-, S-, O-, and C-nucleophiles in yields of 49-88 %. Benzyloxycarbonyl-protected hybrid hydrazino dipeptides and benzyloxycarbonyl-protected hydrazino aminoacyl conjugates with N-, S-, O-, and C-nucleophiles were prepared by using benzotriazole methodology.

Original languageEnglish (US)
Pages (from-to)4156-4162
Number of pages7
JournalEuropean Journal of Organic Chemistry
Issue number19
DOIs
StatePublished - Jul 2013

Keywords

  • Acylation
  • Conjugates
  • Microwave chemistry
  • Peptides
  • Synthetic methods

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

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