Abstract: 1,2-O-(R)-Trichloroethylidene-α-D-xylo-1,4-furanodialdose hydrate was obtained fromα-chloralose via conventional sodium metaperiodate cleavage-oxidation reaction. 1,2-O-(R)-trichloroethylidene-α-D-xylo-1,4-furanodialdose thiosemicarbazonewas obtained from the reaction of 1,2-O-(R)-trichloroethylidene-α-D-xylo-1,4-furanodialdose hydrate with thiosemicarbazide in the presence of an acid catalyst. The structure of thiosemicarbazone product was characterized with NMR and FTIR spectroscopic methods. This new compound (5) was evaluated for its antimicrobial activity against Gram-positive, Gram-negative bacteria and C. albicans using the well diffusion and microdilution method. The thiosemicarbazone product shows significant growth inhibitory activity against bacteria Staphylococcus aureus, Escherichia coli, Kocuria rhizophila, Bacillus cereus, Enterobacter aerogenes and showed moderate activity against Candida albicans. The minimal inhibitory concentrations (MIC) experiments revealed that tested compound exhibited variable MICs and selective antimicrobial activity, depending on the microbial strains.