Epiglucosamine

Fischer, Bergmann and Schotte had reported that methyl epiglucosamine w as hydrolyzed by acids to a reducing sugar only with great difficulty. Levene and Meyer found that hydrolysis occurred readily enough, but the free sugar was transformed rapidly to a non-... 

Myers and Robertson, and Robertson, Myers and Tetlow, have reported a synthesis of methyl epiglucosamine starting with methyl 2,3-anhydro-4,6-benzylidene-a-D-mannoside (XLIII). By opening the ethylene oxide ring with ammonia they obtained a crystalline product, of m. p. 188° and - -88.9° in chloroform, which was a mixture of... 

According to Irvine and Hynd, the deamination of methyl 2-deoxy-2-(dimethylamino)-D-glucopyranoside with a hot solution of barium hydroxide provides methyl n-glucoside. The effect of conformation on the nitrous acid deamination of amino hexoses is further illustrated by the reaction of methyl 3-amino-4,6-0-benzylidene-3-deoxy-a-D-altropyrano-side (LXVII) which, on deamination with nitrous acid, provides a quantitative yield of methyl 2,3-anhydro-4,6-0-benzylidene-a-D-mannoside (LXVIII). The deamination of methyl 3-amino-3-deoxy-)8-D-altropy-ranoside, methyl epiglucosamine, gives a sirupy mixture. Similar treatment of methyl 2-amino-4,6-0-benzylidene-2-deoxy-a-D-altroside... 

Myers and Robertson, and Robertson, Myers and Tetlow, have reported a synthesis of methyl epiglucosamine starting with methyl... 

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