1953 年 73 巻 4 号 p. 404-406
The flow rates of α- and β-isomers of m-cresol, phenol, and guaiacol glucosides were determined by the paper chromatography, using various developing solvents by which the difference of the flow rate was made to the maximum distance of 0.24. By the utilization of this difference in flow rate, a small amount of crude crystalline mixture of α- and β-isomers were separated into respective isomers and purified. According to the present experiments, the flow rate of α-compound was smaller than that of the β-compound, which is contrary to the conclusion of Jeanes that generally the flow rate of α-isomer is larger than that of β-isomer in sugars, and the same could be said of glycosides.
Instead of the usual p-toluenesulfonic acid, various kinds of ion exchange resins were used as catalysts in the preparation of β-D-glycoside was obtained by the fusion of β-pentaacetylglucose and phenol. The catalysts used were recovered and their regeneration was found to permit repeated use.