GLYCOSYLAMINES .5. PREPARATION, STRUCTURE, ANOMERIC CONFIGURATION ANDCONFORMATION OF SOME N-ACETYLGLYCOSYLAMINES AND N-ACETYLDIGLYCOSYLAMINES

Citation
K. Linek et al., GLYCOSYLAMINES .5. PREPARATION, STRUCTURE, ANOMERIC CONFIGURATION ANDCONFORMATION OF SOME N-ACETYLGLYCOSYLAMINES AND N-ACETYLDIGLYCOSYLAMINES, Chemicke zvesti, 50(6), 1996, pp. 359-364
Citations number
16
Categorie Soggetti
Chemistry
Journal title
ISSN journal
03666352
Volume
50
Issue
6
Year of publication
1996
Pages
359 - 364
Database
ISI
SICI code
0366-6352(1996)50:6<359:G.PSAC>2.0.ZU;2-J
Abstract
N-Acetylation of 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)amine or 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)amine afforded ,3,4,6-te tra-O-acetyl-beta-D-glucopyranosyl)amine; deacetylation of the latter gave N-acetyl-di-beta-D-glucopyranosylamine. Similarly, N-acetylation of is(2,3,4-tri-O-acetyl-beta-L-rhamnopyranosyl)amine led to is(2,3,4- tri-O-acetyl-beta-L-rhamnopyranosyl)amine and its deacetylation to di- beta-L-rhamnopyranosylamine. The structure, anomeric configuration and conformation of the above-mentioned compounds and also of N-acetyl-be ta-D-xylopyranosylamine, etyl-2,3,4-tri-O-acetyl-beta-D-xylopyranosyla mine, N-acetyl-beta-D-ribopyranosylamine, and cetyl-2,3,4-tri-O-acetyl -beta-D-ribopyranosylamine were determined by H-1, C-13 NMR, and mass spectrometric methods.