NMR-STUDIES OF SUGAR AMIDES AND THIOAMIDES

被引：34

作者：

AVALOS, M ^{[1
]}

BABIANO, R ^{[1
]}

DURAN, CJ ^{[1
]}

JIMENEZ, JL ^{[1
]}

PALACIOS, JC ^{[1
]}

机构：

[1] UNIV EXTREMADURA,DEPT QUIM ORGAN,E-06071 BADAJOZ,SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1992年 / 12期

关键词：

D O I：

10.1039/p29920002205

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Configurational and conformational NMR analyses of amido and thioamido groups in pyranoid sugar derivatives are described. Z, E isomers about the N-CX bond were unequivocally identified. Also, the disposition of this functional group with respect to the sugar ring has been determined on the basis of some NMR parameters. A relevant parameter was the chemical shift of the alpha-sugar proton to the amide or thioamide group. The scope and limitations of other H-1 and C-13 NMR data have been studied.

引用

页码：2205 / 2215

页数：11

共 74 条

[11] SYNTHESIS OF PHENYL 4-(N-BENZYLFORMAMIDO)-4,6-DIDEOXY-3-C-METHYL-2-O-METHYL-1-THIO-ALPHA-L-MANNOPYRANOSIDE, AN N-FORMYLKANSOSAMINE GLYCOSYL DONOR
BAJZA, I
LIPTAK, A
[J]. CARBOHYDRATE RESEARCH, 1990, 205 : 435 - 439
[12] REACTIONS OF RELEVANCE TO THE CHEMISTRY OF AMINOGLYCOSIDE ANTIBIOTICS .15. THE SELECTIVE MODIFICATION OF NEAMINE BY RADICAL-INDUCED DEAMINATION
BARTON, DHR
BRINGMANN, G
MOTHERWELL, WB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (12): : 2665 - 2669
[13] ANALYSIS OF LINKAGE POSITIONS IN 2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSYL RESIDUES BY THE REDUCTIVE-CLEAVAGE METHOD
BENNEK, JA
RICE, MJ
GRAY, GR
[J]. CARBOHYDRATE RESEARCH, 1986, 157 : 125 - 137
[14] C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF MONOSACCHARIDES
BOCK, K
PEDERSEN, C
[J]. ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1983, 41 : 27 - 66
[15] N-15 MAGNETIC-RESONANCE SPECTROSCOPY - NATURAL-ABUNDANCE N-15 SPECTRA OF SOME 2-AMINO-2-DEOXY-D-HEXOSE DERIVATIVES
BOTTO, RE
ROBERTS, JD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (13) : 2247 - 2249
[16] BOVIN NV, 1981, IAN SSSR KH, P441
[17] SYNTHESIS OF ANTIGENIC DETERMINANTS OF THE BRUCELLA-A ANTIGEN - UTILIZING METHYL 4-AZIDO-4,6-DIDEOXY-ALPHA-D-MANNO-PYRANOSIDE EFFICIENTLY DERIVED FROM D-MANNOSE
BUNDLE, DR
GERKEN, M
PETERS, T
[J]. CARBOHYDRATE RESEARCH, 1988, 174 : 239 - 251
[18] CONFORMATIONAL STUDIES OF PEPTIDE SYSTEMS - ROTATIONAL STATES OF NH-CH FRAGMENT OF ALANINE DIPEPTIDES BY NUCLEAR MAGNETIC RESONANCE
BYSTROV, VF
PORTNOVA, SL
TSETLIN, VI
IVANOV, VT
OVCHINNIKOV, YA
[J]. TETRAHEDRON, 1969, 25 (03) : 493 - +
[19] Action of benzylamine on glucose in acetic acid solution. III
Cameron, CN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1927, 49 : 1759 - 1765
[20] CEREZO AS, 1971, CHEM IND-LONDON, P96

← 1 2 3 4 5 6 7 8 →