No abstract

No abstract

Difructose anhydride I, one of three isomeric difructose anhydrides derived from inulin by hydrolysis with aqueous acids, has been shown by Haworth and Streight to yield upon methylation and hydrolysis, two molecules of 3,4,6~tri methylfructose. Difructose anhydride III, upon methylation and hydrolysis, failed to yield the characteristic osazone of 3,4,6-trimethylfructose, but it was shown by oxidation to trimethylarabonolactone that this methylated fructose was one constituent of a mixture of two trimethylfructoses. Both trimethylfructoses in the mixture were shown to be furanose derivatives.Tritylation of difructose anhydride III · yi~lded a crystalline tritrityl derivative which was methylated to form tritrityltrimethyldifructose anhydride III. The latter was detritylated and hydrolyzed, and the products of hydrolysis were separated by fractional distillation of their methyl fructosides. The lower-boiling fraction was identified as the fructoside of 3,4-dimethylfructose, [<>]1,"=-60.66, by oxidation to a 3,4-dimethyl dibasic lactol acid. The higher-boiling fraction was found 'to be the fructoside of 4-methylfructose, as indicated by the melting point of its glucosazone (156° C), identical with that of the osazone prepared from 4-methylglucose. The trityl groups were shown to be substituents of the three primary alcohol groups. The sugar was thus constituted of two furanoid fructose residues, with two oxygen . bridges connecting carbon atoms 1 and 2 of the one residue with 2' and 3' of the other.Crystalline ditrityltetra-acetyldifructose anhydride I yielded, upon methylation and hydrolysis, 3,4-dimethylfructose, and by substitution of the trityl by methyl groups, 6-methylfructose.

No abstract

No abstract