Synthesis and Characterization of Novel Thiosemicarbazones Bearing Sugar Moieties1

Six novel thiosemicarbazones containing sugar and thiosemicarbazide moieties were synthesized by a five-step procedure using D-galactose and D-xylose as the starting materials and the corresponding glycosyl isothiocyanates as the intermediates. The target compounds were characterized by IR, 1H NMR, and elemental analysis. The coupling constants between H1 and H2 in the sugar rings, all fall within the range of J = 9.2-10. 0 Hz, confirming the β-configuration of the compounds.