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- W2184296745 abstract "Methyl furanosides of 6-0- and 2,6-di-O-methyl-D-glucose have been synthesized. The intermediates of the synthesis were methyl 3,5-di-O-benzyl-6-0-methyl-a,^-D-glucofuranoside and methyl 3,5-di-O-benzyl-2,6-di-0-methyl-a,s-D-glucofuranoside which were separated into individual anomers by column chromatography on silica gel. Subsequent debenzylation of iso lated compounds afforded the final products. Constitutional studies on polysaccharides hftve broadly followed the pattern of methyl ation of the unsubstituted alcoholic groups in a carbohydrate, hydrolytic or methanolic disruption of the molecule and identification of the resulting fragments. In this way methyl ethers of sugars, despite the known shortcomings of the technique known as methylation analysis, have been invaluable in determination of the ring structure of the monosaccharides and of the constitution of complex polysaccharides. The last step in methylation analysis i.e. the identification of the products of methanolysis is complicated by the fact that each sugar can yield up to four glycosides [1 — 3] (two pyranosides and two furanosides) which multiplies the number of components to be identified. This applies to both qualitative and quantitative evaluation of methyl ation analysis. We have previously described [4 — 6] the syntheses of methyl furanosides of 0-methyl-D -xylose and showed their usefulness in identificatio n [7] of the products of methanolysis of substances containing D-xylopyranose as a structural unit. Here we wish to present the synthesis of four methyl furanosides of partially methylated D-glucose which were hitherto unknown and which can accordingly be used for identi fication purposes in methylation analysis." @default.
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- W2184296745 date "1972-01-01" @default.
- W2184296745 modified "2023-09-27" @default.
- W2184296745 title "Alternative Syntheses of Methylated Sugars. V.* Methyl Furanosides of 6-0- and 2,6-Di-O-methyl-D-glucose" @default.
- W2184296745 hasPublicationYear "1972" @default.
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