A simple and efficient method for synthesis of fluorine-containing saccharide esters and antiviral activity

Sixteen new fluorine-containing saccharide esters from fluorine-containing benzoic acids and α-O-acetylglycosyl bromide were synthesized in the presence of 4-dimethylaminopyridine (DMAP) and triethylamine (Et3N) under mild conditions in good yields and their structures were clearly verified by IR, 1H NMR, MS and elemental analysis. This method has high stereospecificity, the configuration is unitary, the new synthesized compounds are all of β-configuration. The results of bioassay showed that these title compounds possess potential antiviral activities against tobacco mosaic virus (TMV).

Graphical abstractSixteen new fluorine-containing saccharide esters from fluorine-containing benzoic acids and α-O-acetylglycosyl bromide were synthesized in the presence of 4-dimethylaminopyridine (DMAP) and triethylamine (Et3N) under mild conditions in good yields and their structures were clearly verified by IR, 1H NMR, MS and elemental analysis. This method has high stereospecificity, the configuration is unitary, the new synthesized compounds are all of β-configuration. The results of bioassay showed that these title compounds possess potential antiviral activities against tobacco mosaic virus (TMV). Figure optionsDownload full-size imageDownload as PowerPoint slide