Circular dichroic studies of 2-amino-2-deoxy-galactopyranosides - conformations of the 2-(N-acetyl-p-bromobenzamido) group
Journal
Tetrahedron: Asymmetry
Journal Volume
4
Journal Issue
3
Pages
321-330
Date Issued
1993
Author(s)
Abstract
The CD spectra of methyl 2-amino-2-deoxy-D-galactopyranoside mono-N-acylates (acetyl or p-bromobenzoyl) resemble those of the corresponding O-acylates and can be accounted for by the additivity rule. However, the CD of pyranosides containing the N-acetyl-p-bromobenzamido imide group (NAcBz) are far more complex than those of mono-N-acylates and their O-counterparts, and furthermore, the solvent- and temperature-dependent changes differ for the α- and β-anomers. These differences can be accounted for by the different conformations of the 2-NAcBz group. © 1993.
SDGs
Type
journal article