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

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

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.

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Authors and Affiliations

  1. Department of Applied Chemistry, Guangdong Ocean University, Zhanjiang, 524088, P. R. China

    H. Chen, W. Song & S. Huang

Authors
  1. H. Chen
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  2. W. Song
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  3. S. Huang
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Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 832–837, June, 2006.

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Chen, H., Song, W. & Huang, S. Efficient synthesis of benzimidazolyl-phenoxyacetic acid O-acetylxylopyranosyl and O-acetylgalactopyranosyl esters and their antiviral activity. Chem Heterocycl Compd 42, 726–731 (2006). https://doi.org/10.1007/s10593-006-0152-9

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  • DOI: https://doi.org/10.1007/s10593-006-0152-9

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