NMR-STUDIES OF SUGAR AMIDES AND THIOAMIDES

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 alpha-sugar proton to the amide or thioamide group. The scope and limitations of other H-1 and C-13 NMR data have been studied.