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

Y Shigemasa, T Ueda, H Saimoto

Index: Shigemasa; Ueda; Saimoto Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 2 p. 389 - 394

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Citation Number: 20

Abstract

Dihydroxyacetone, DL-glycero-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 N, N-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 ...