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 H-1 NMR spectra. The geometry of these unnatural tripeptides was deduced on the basis of H-1 NMR parameters and IR spectra. X-ray analysis of the unusual peptide 18 and conformational studies of 5, 9 and 14 are also reported.
Stereoselective approach to uncommon tripeptides incorporating a 2,6-diaminopimelic acid framework: X-ray analysis and conformational studies. Part 4
PICCINELLI, FABIO;
2005-01-01
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 H-1 NMR spectra. The geometry of these unnatural tripeptides was deduced on the basis of H-1 NMR parameters and IR spectra. X-ray analysis of the unusual peptide 18 and conformational studies of 5, 9 and 14 are also reported.
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