Stereoselective approach to uncommon tripeptides incorporating a 2,6-diaminopimelic acid framework: X-ray analysis and conformational studies. Part 4

Daniele Balducci, Sara Crupi, Roberta Galeazzi, Fabio Piccinelli, Gianni Porzi, Sergio Sandri

Research output: Contribution to journalArticle

Abstract

Stereoselective synthesis of pseudopeptides 4, 5, 8, 9, 13 and 14, incorporating 2,6-diamino-4-methylen-1,7-heptanedioic acid residue, has been accomplished starting from the l-valine derived chiral synthon 1. The absolute configuration of new stereocentres was assigned on the basis of 1H NMR spectra. The geometry of these unnatural tripeptides was deduced on the basis of 1H NMR parameters and IR spectra. X-ray analysis of the unusual peptide 18 and conformational studies of 5, 9 and 14 are also reported.

Original languageEnglish
Pages (from-to)1103-1112
Number of pages10
JournalTetrahedron: Asymmetry
Volume16
Issue number6
DOIs
Publication statusPublished - Mar 21 2005

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

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