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
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.