Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-alpha-D-glucopyranoside and ester of amino acids or dipeptides |
| |
Authors: | Temeriusz Andrzej Rowińska Magdalena Paradowska Katarzyna Wawer Iwona |
| |
Institution: | Department of Chemistry, Warsaw University, Pasteura 1, Warszawa 02-093, Poland. atemer@chem.uw.edu.pl |
| |
Abstract: | The syntheses of new oxamide derivatives of methyl 2-amino-2-deoxy-alpha-D-glucopyranoside and amino acid or peptide esters are presented. The reaction of methyl 3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside and oxalyl chloride gave N-(methyl 3,4,6-tri-O-acetyl-2-deoxy-alpha-D-glucopyranosid-2-yl) oxamic acid chloride which on reaction with the ester of Gly, L-Ala, L-Phe, GlyGly, Gly-L-Phe and Gly-L-Ala afforded N-(methyl 3,4,6-tri-O-acetyl-2-deoxy-alpha-D-glucopyranosid-2-yl), N'-oxalyl-amino acid or dipeptide esters. The structure of the oxamides was studied using 1H, 13C NMR in solution and solid state. |
| |
Keywords: | Oxamides Synthesis 13C and 1H NMR analysis glycoconjugates Neoglycoproteins |
本文献已被 ScienceDirect PubMed 等数据库收录! |
|