RESUMO
1,6-Di-S-methyl-1,6-dithio-D-fructofuranose and its bis(S-oxide) and bis(S,S-dioxide) are described. On examination for sweetness, the oxygenated compounds were neutral but the parent compound was 15-20 times sweeter than sucrose, and 1',6'-di-S-methyl-1',6'-dithiosucrose was slightly less sweet than sucrose.
Assuntos
Aromatizantes/síntese química , Frutose/análogos & derivados , Sacarose/análogos & derivados , Sequência de Carboidratos , Aromatizantes/química , Frutose/síntese química , Espectroscopia de Ressonância Magnética , Dados de Sequência Molecular , Sacarose/síntese químicaRESUMO
Application of 99% formic acid at 25 degrees formylates primary hydroxyl groups as shown by the easy formation of 6-O-formyl-D-glucopyranose and 6-O-formyl-D-fructofuranose, isolated as their tetra-acetates in yields of 77% and 31%, respectively. Likewise, D-glucitol gave the 2,3,4,5-tetra-O-acetyl-1,6-di-O-formyl derivative (84%) and methyl alpha-D-glucopyranoside gave the 6-formate (74%) characterized as the crystalline triacetate. On storage of the triacetate in methanol at 25 degrees, the formyl group was lost and the 2,3,6-triacetate was formed, whereas the corresponding tribenzoate was deformylated in acidic methanol without migration of the benzoyl groups.
