Syntheses of Substituted D-Glucosone

D-glucose was converted into kojic acid by purely chemical means hitherto, the acid had been obtained only as a metabolic product of certain fungi and bacteria.68 

When VIII was treated with sodium (or ammonium) bicarbonate,69 a crystalline compound was obtained which showed chemical properties simi- 

Maurer and Bohme62 reported that one mole of XIV, with acid chlorides in acid solution or with dry hydrogen chloride in ether, adds on halogen acid with the simultaneous production of two moles of benzoic acid per 

Fewster and Mitchell16 prepared VII by the method of Stacey and Turton, and recorded physical properties closely agreeing with those reported by Maurer.66 The compound was clearly related to D-glucosone, prepared from D-glucose phenylosazone and by direct oxidation, since, on treatment with dry acetone containing concentrated sulfuric acid, it gave crystalline tri-0-isopropylidene-(2-hydroxy-D-arabmo-hexose). 7 

The preparation of sirupy 1-methyl-D-glucosone and crystalline 1-phenyl-D-glucosone (XXII), via the corresponding 2,3 4,5-di-0-isopropylidene derivatives, by Ohle and his colleagues61 64 (by treatment of 2,3 4,5-di-O-isopropylidene-2-oxo-D-arabmo-hexonic acid (XXI) with the requisite 

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