¹H and ¹³C Nuclear Magnetic Resonance Spectroscopy of Some Derivatives of Nitro Sugars

Abstract

Eight 2,3-dideoxy-2-amino-3-nitrosugar derivatives have been obtained by an elimination-addition reaction on the a and B anorners of methyl-4,6-O-benzylidene-3-deoxy-3-nitro-gl~1copyranoside-2-acetate. P.m.r. is used to show that the conlpounds exist in the CE conformation. L3C.n~.r. data are presented for three anomeric pairs. Trends in the C-13 chemical shifts are found to be similar to those reported in other studies of carbohydrates. Exceptions in direction and magnitude of chcmical shift differences are discussed. Can.