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Synthesis of Substituted Phenyl-β-D-xylo-pyranosides

Abstract

INVESTIGATIONS into the specificity of β-xylosidase required the synthesis of a number of substituted phenyl-β-D-xylosides. A very important method is the Helferich reaction in which the appropriate phenol and the fully acetylated monosaccharide are heated in the presence of an acidic catalyst. To favour the formation of xyloside-acetates with the β-anomeric configuration, p-toluene-sulphonic acid and β-tetra-O-acetyl-xylose were used1.

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DE BRUYNE, C., VERSELE, H. & CLAEYSSENS, M. Synthesis of Substituted Phenyl-β-D-xylo-pyranosides. Nature 205, 900 (1965). https://doi.org/10.1038/205900a0

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