S. Beychok, G. Ashwell, E. Kabat
Mar 1, 1971
Citations
0
Influential Citations
15
Citations
Journal
Carbohydrate Research
Abstract
Abstract The methyl 2-acetamido-2-deoxy-α- and β- D -mannopyranosides and their corresponding furanosides have been prepared by treatment of 2-acetamido-2-deoxy- D -mannose with methanol in the presence of Amberlite IR-120 (H+) and separation on Dowex-1 ion-exchange resin and by paper chromatography. The optical rotatory dispersion and circular dichroism spectra of the four glycosides have been measured and compared with previous findings on the α and β anomers of methyl 2-acetamido-2-deoxy- D -glucopyranoside and -galactopyranoside. Differences were interpreted in terms of symmetry rules of optical activity and the axial orientation of the 2-acetamido-2-deoxy substituent in the D -mannose derivatives.