Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-α-d-glucopyranoside and ester of amino acids or dipeptides
2
Department of Physical Chemistry, Faculty of Pharmacy, Medical Academy, Banacha 1, 02-097 Warszawa, Poland
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Publication type: Journal Article
Publication date: 2003-01-17
scimago Q3
wos Q2
SJR: 0.423
CiteScore: 4.0
Impact factor: 2.5
ISSN: 00086215, 1873426X
PubMed ID:
12526842
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
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.
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Temeriusz A. et al. Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-α-d-glucopyranoside and ester of amino acids or dipeptides // Carbohydrate Research. 2003. Vol. 338. No. 2. pp. 183-188.
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Temeriusz A., Rowińska M., Paradowska K., Wawer I. Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-α-d-glucopyranoside and ester of amino acids or dipeptides // Carbohydrate Research. 2003. Vol. 338. No. 2. pp. 183-188.
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TY - JOUR
DO - 10.1016/s0008-6215(02)00409-3
UR - https://doi.org/10.1016/s0008-6215(02)00409-3
TI - Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-α-d-glucopyranoside and ester of amino acids or dipeptides
T2 - Carbohydrate Research
AU - Temeriusz, Andrzej
AU - Rowińska, Magdalena
AU - Paradowska, Katarzyna
AU - Wawer, I.
PY - 2003
DA - 2003/01/17
PB - Elsevier
SP - 183-188
IS - 2
VL - 338
PMID - 12526842
SN - 0008-6215
SN - 1873-426X
ER -
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BibTex (up to 50 authors)
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@article{2003_Temeriusz,
author = {Andrzej Temeriusz and Magdalena Rowińska and Katarzyna Paradowska and I. Wawer},
title = {Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-α-d-glucopyranoside and ester of amino acids or dipeptides},
journal = {Carbohydrate Research},
year = {2003},
volume = {338},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/s0008-6215(02)00409-3},
number = {2},
pages = {183--188},
doi = {10.1016/s0008-6215(02)00409-3}
}
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MLA
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Temeriusz, Andrzej, et al. “Synthesis and solid state 13C and 1H NMR analysis of new oxamide derivatives of methyl 2-amino-2-deoxy-α-d-glucopyranoside and ester of amino acids or dipeptides.” Carbohydrate Research, vol. 338, no. 2, Jan. 2003, pp. 183-188. https://doi.org/10.1016/s0008-6215(02)00409-3.