Formose reactions. XXVIII. Selective formation of 2,4-bis(hydroxymethyl)-3-pentulose in N, N-dimethylformamide-water mixed solvent.

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概要

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• Dihydroxyacetone, DL-<I>glycero</I>-tetrulose, and 2,4-bis(hydroxymethyl)-3-pentulose (2,4-BH-3-P) were favorably formed in a formose reaction by choosing a suitable ratio of water to <I>N</I>,<I>N</I>-dimethylformamide used as solvent or a suitable [thiamine·HCl]/[HCHO] ratio. The formose reaction was strongly affected by the concentration of formaldehyde in the water layer. Under the reaction conditions studied, thiamine decomposed rapidly. 2,4-BH-3-P was isolated from the reaction mixture and characterized by MS, IR, and NMR techniques. A pathway for the formation of 2,4-BH-3-P was also proposed.

• 公益社団法人 日本化学会の論文

著者

• Shigemasa Yoshihiro

  Department of Industrial Chemistry, Faculty of Engineering

関連論文

• Formose reactions. XXVIII. Selective formation of 2,4-bis(hydroxymethyl)-3-pentulose in N, N-dimethylformamide-water mixed solvent.

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