配糖体の2β転換に関する研究(3)-β-Isopropyl-D-glucoside-tetraacetateの転換-

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2, 3, 4, 6-Tetraacetyl-β-isopropyl-D-glucopyranoside was transformed into the isomeric alpha form, 2, 3, 4, 6-tetra acetyl-α-isopropyl-D-glucopyranoside, by the action of SbCl5 which had been found previously by the authors to be suitable for promoting the transformation of acetylated beta glucosides into their alpha isomers. Under the influence of SbCl5 solution in chloroform at 10°, the beta form, melting at 105° and having a specific rotation in chloroform of -23.5°, was easily isomerized to the alpha form which was isolated in 64 percent yield as a crystal, having melting point 56° and specific rotation -124.7° in chloroform. The observed value of rotation of the alpha form agrees well with the value calculated by HUDSON's second isorotatipn rule, therefore it is concluded that the oxide ring of the alpha form is the same as the ring of the beta form.
社団法人日本農芸化学会の論文