Syntheses of hydrazino peptides and conjugates

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

Research output: Contribution to journalArticle

14 Citations (Scopus)

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

Fingerprint

Nucleophiles
Dipeptides
nucleophiles
peptides
acylation
Acylation
Peptides
Microwave irradiation
synthesis
methodology
microwaves
acids
irradiation
Acids
benzotriazole

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Syntheses of hydrazino peptides and conjugates. / Panda, Siva S.; El-Nachef, Claudia; Bajaj, Kiran; Katritzky, Alan R.

In: European Journal of Organic Chemistry, No. 19, 07.2013, p. 4156-4162.

Research output: Contribution to journalArticle

Panda, Siva S. ; El-Nachef, Claudia ; Bajaj, Kiran ; Katritzky, Alan R. / Syntheses of hydrazino peptides and conjugates. In: European Journal of Organic Chemistry. 2013 ; No. 19. pp. 4156-4162.
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