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Anhydro-glucose, methyl derivatives

Another method of synthesis of derivatives of 3-methyl-D-glucose lies in the scission of the anhydro-ring of 2,3-anhydro-D-allose derivatives with sodium methoxide, when the entry of the methoxyl group is accompanied by a Walden inversion on C3.82... [Pg.166]

Methods of Formation.—The only 2,5-dimethyl derivatives in the glucose series of which the authors have any record are those of D-glu-curonic acid and of 3,6-anhydro-D-glucose. D-Glucuronolactone with cold acidic methanol gives the y-lactone of methyl /3-D-glucofururonoside, which can be converted by treatment with methyl iodide and silver oxide into the sirupy y-lactone of methyl 2,5-dimethyl-/ -D-glucofururonos-... [Pg.177]

Outside of the glycosan series the stabilizing effect of an anhydro-ring on furanosides has been observed in the case of the 3,6-anhydro-D-glucose derivatives studied by Haworth, Owen and Smith.23 The methyl... [Pg.45]


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