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- W2419476712 abstract "3, 4, 5, 6-Tetrabenzoyl-aldehydo-D-glucose (V) was isolated as white crystals on heating the dioxan solution of 1-deoxy-1, 1-di(p-toluidino)-3, 4, 5, 6-tetrabenzoyl-aldehydo-D-glucose (VI) and oxalic acid in nitrogen stream, and 1-deoxy-1-(p-toluidino)-3, 4, 5, 6-tetrabenzoyl-keto-D-fructose (VII) reported by Micheel was not obtained. The results obtained here are in favor of the report of Weygand and of Isbell that Amadori rearrangement took route A as shown in Chart 1 and enaminol was an intermediate. N-(p-Tolyl)-D-glucosylamine-[1-14C] and N-(p-tolyl)-D-glucosylamine-[2-14 C] were cleaved oxidatively in contact with p-toluidine and N, N'-di(p-tolyl)formamidine salt of D-arabonic acid (III), N, N'-di(p-tolyl)formamidine (IIIf), 1-(p-tolyl)-2, 6-dimethylbenzimidazole (VIII), and p-tolylarabonamide (IX) were isolated. The results of 14 C incorporation into these decomposed products indicated that (1) the cleavage of C1-C2 bond of glucose gave formamidine and arabonic acid which were formed from C1 or C2-C6 fragment, respectively. (2) Benzimidazole was not formed from formamidine, but from C1-C2 fragment formed as a result of C2-C3 bond cleavage." @default.
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- W2419476712 date "1969-01-01" @default.
- W2419476712 modified "2023-09-23" @default.
- W2419476712 title "Studies on the Autoxidation of Carbohydrate and Its Derivatives. III : Decomposition of the C<SUB>1</SUB>-C<SUB>2</SUB> and C<SUB>2</SUB>-C<SUB>3</SUB> Bond of D-Glucose by Autoxidation" @default.
- W2419476712 doi "https://doi.org/10.1248/yakushi1947.89.11_1566" @default.
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