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Sucrochemistry : Part III. 1′,6,6′-Tri-O-tosylsucrose and its conversion into 1′,4′:3,6:3′,6′-trianhydrosucrose

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Cited by (30)

  • A facile approach to anhydrogalactosucrose derivatives from chlorinated sucrose

    2004, Carbohydrate Research
    Citation Excerpt :

    A comparison of the 13C NMR spectral data of the dianhydrosucrose derivative with that of sucralose indicated that the formation of the anhydro rings on the fructose moiety caused a downfield shift of 6–7 ppm at the C-2′ atom. Chlorination of sucrose in N,N-dimethylformamide and pyridine with thionyl chloride, followed by convenient neutralization and extraction, afforded 4,6,1′,6′-tetrachloro-4,6,1′,6′-tetradeoxygalactosucrose (3)7 as a syrup. Thermal alkaline treatment of 3 in water with three molar equivalents of potassium hydroxide, followed filtration, furnished a precipitate (6).

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