Efficient synthesis of benzimidazolyl-phenoxyacetic acid O-acetylxylopyranosyl and O-acetylgalactopyranosyl esters and their antiviral activity

Six benzimidazolylphenoxyacetic acid O-acetylxylopyranosyl and O-acetylgalactopyranosyl esters were synthesized through esterification reactions at room temperature using 4-dimethylaminopyridine as a catalyst and triethylamine as a deacidification reagent. Their structure was confirmed by IR, ¹H NMR spectra, MS, and elemental analysis. The synthesized compounds are all of β-configuration. The results show that DMAP is an effective catalyst; the yields can reach 63.6%. The above esters showed improved antiviral activity against tobacco mosaic virus. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 832–837, June, 2006.