Published December 15, 1998 | Version v1
Journal article

Synthesis and NMR studies of methyl 3-O-[(R)- and (S)-1-carboxyethyl]-α-d-gluco-, galacto- and manno- pyranosides

  • 1. Department of Chemistry, Swedish University of Agricultural Sciences, P.O. Box 7015, SE-750 07 Uppsala (Sweden)

Description

The title compounds were prepared by condensation of a suitably protected monosaccharide and (R)- or (S)-2-chloropropionic acid followed by removal of the protecting groups. Characterisation by 1H and 13C NMR spectroscopy and NOE difference experiments revealed both chemical shift and enhancement differences between the diastereomers which could be used in determination of the absolute configuration of the 1-carboxyethyl group. (Copyright (c) 1998 Elsevier Science B.V., Amsterdam. All rights reserved.)

Additional details

Publishing Information

Journal Title
Carbohydrate Research
Journal Volume
313
Journal Issue
3-4
Journal Page Range
p. 157-164
ISSN
0008-6215
CODEN
CRBRAT

INIS

Country of Publication
Netherlands
Country of Input or Organization
International Atomic Energy Agency (IAEA)
INIS RN
43122167
Subject category
S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
Descriptors DEI
CHEMICAL SHIFT; MOLECULAR STRUCTURE; MONOSACCHARIDES; NUCLEAR MAGNETIC RESONANCE; STRUCTURAL CHEMICAL ANALYSIS
Descriptors DEC
CARBOHYDRATES; MAGNETIC RESONANCE; ORGANIC COMPOUNDS; RESONANCE; SACCHARIDES

Optional Information

Notes
This record replaces 31061629