Synthesis and chromatographic study of methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside and methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d-ribofuranoside

Abstract The synthesis of two riboside-containing arsenic compounds, methyl-2,3- O -isopropylidene-5-dimethyl-arsinoyl-β- d -ribofuranoside and methyl-2,3- O -isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β- d - ribofuranoside is presented in this paper. Intermediates and final products of the synthesis were examined by gas chromatography and thin layer chromatography. The purity of the products was assessed by NMR spectroscopy. Trimethylsilylation was used to volatilise sugar compounds and thus use of the costly HPLC–MS technique was avoided. The results affirmed the presence of tautomers in case of arsenosugars.