1H and 13C Nuclear Magnetic Resonance Spectroscopy of Some Derivatives of Nitro Sugars
Keyword(s):
Eight 2,3-dideoxy-2-amino-3-nitrosugar derivatives have been obtained by an elimination–addition reaction on the α and β anomers of methyl-4,6-O-benzylidene-3-deoxy-3-nitro-glucopyranoside-2-acetate. P.m.r. is used to show that the compounds exist in the CE conformation. 13C.m.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 chemical shift differences are discussed.
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