SYNTHESIS OF HYDRAZONE DERIVATIVES FROM 1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-RIBO-HEXOFURANOS-3-ULOSE

Protected D-ribo-hexos-3-ulose, 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranos-3-ulose, is converted into the corresponding hydrazone derivatives by reaction with hydrazine, methyl-, phenyl, and tert-butylhydrazine. Two isomeric (Z and E) hydrazono-carbohydrates were obtained. The structures of these isomers were established by H-1 and C-13 NMR as well as by single-crystal X-ray analysis.