NMR Studies of sugar amides and thioamides

Abstract

Configurational and conformational NMR analyses of amido and thioamido groups in pyranoid sugar derivatives are described. Z,E isomers about the N–CX bond were unequivocally identified. Also, the disposition of this functional group with respect to the sugar ring has been determined on the basis of some NMR parameters. A relevant parameter was the chemical shift of the α-sugar proton to the amide or thioamide group. The scope and limitations of other ¹H and ¹³C NMR data have been studied.