Efficient Preparation of Aminoxyacyl Amides, Aminoxy Hybrid Peptides, and alpha-Aminoxy Peptides

Katritzky A. R., Avan I., Tala S. R.

JOURNAL OF ORGANIC CHEMISTRY, vol.74, no.22, pp.8690-8694, 2009 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 74 Issue: 22
  • Publication Date: 2009
  • Doi Number: 10.1021/jo901612j
  • Journal Name: JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC), Current Chemical Reactions (CCR)
  • Page Numbers: pp.8690-8694
  • Anadolu University Affiliated: Yes

Abstract

N-(Pg-alpha-aminoxy acids) 1a-g are converted to N-(Pg-alpha-aminoxyacyl)benzotriazoles 2a-g, Which react under mild conditions with amines, alpha-amino acids/alpha-dipeptides, and alpha-aminoxy acids to give aminoxyacyl amides 3a-g, (3e + 3e'), and (3g + 3g'), aminoxy hybrid peptides 4a-h, (4a + 4a'), 6a-d, 9a-c, (9a + 9a'), and (9b + 9b'), and a-aminoxy peptides 10a,b in good yields without racemization.