O-Ethyl and O-methyl N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-thiocarbamate

Authors
Zhang, SS Wang, ZW Li, M Jiao, K Razak, IA Raj, SSS Fun, HK
Citation
Ss. Zhang et al., O-Ethyl and O-methyl N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-thiocarbamate, ACT CRYST C, 57, 2001, pp. 566-568
Citations number
14
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
57
Year of publication
2001
Part
5
Pages
566 - 568
Database
ISI
SICI code
0108-2701(200105)57:<566:OAON>2.0.ZU;2-1
Abstract
In both the title structures, O-ethyl N-(2,3,4,6-tetra-O-acetyl-beta -D-glu copyranosyl)thiocarbamate, C17H25NO10S, and O-methyl N-(2,3,4,6-tetra-O-ace tyl-beta -D-glucopyranosyl)thiocarbamate, C16H23NO10S, the hexopyranosyl ri ng adopts the C-4(1) conformation. All the ring substituents are in equator ial positions. The acetoxymethyl group is in a gauche-gauche conformation. The S atom is in a synperiplanar conformation, while the C-N-C-O linkage is antiperiplanar. N-H . . .O intermolecular hydrogen bonds link the molecule s into infinite chains and these are connected by C-H . . .O interactions.