Studies on the D-Xylose Series

Part I. Syntheses of 3-Acylamino-3, 5-dideoxy-D-xylofuranose and Its Derivatives

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Methyl 3-acetamido-3, 5-dideoxy-D-xylofuranosides (VIIIa, VIIIb) were prepared from Dxylose. The glycoside linkage of α-anomer (VIIIa) was more easily hydrolyzed to 3-acetamido-3, 5-dideoxy-D-xylose (X) by acid than that of β-anomer (VIIIb). Reduction of X gave 3-acetamido-3, 5-dideoxy-D-xylitol (XIV), which was hygroscopic syrup.