Abstract

In the synthesis of phenolic glycosides, the yield of the α- and β-types of tetraacetylphenyl-D-glucoside by the Helferich method, with zinc chloride as a catalyst, is very poor. In order to increase the yield of the α-compound, over ten kinds of compounds were used in place of zinc chloride and it was found that zinc bromide gave a far better yield of the α-compound. In the screening of these catalysts, it was found that the mixing ratio of the α- and β-types in the crude tetraacetylphenyl-D-glucoside obtained by the condensation could be calculated by the use of a graph showing the specific rotation and mixing ratio of various mixtures of pure tetraacetyl-α, β-phenyl-D-glucoside.

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