General syntheses for eleven β-cyclodextrins (cyclomaltoheptaoses) mono-substituted at the C6 position by a polyamine are described. The basis of the synthesis is the reaction of 6A-O-(4-methylphenylsulfonyl)-β-cyclodextrin in the presence of KI in 1-methylpyrrolidin-2-one solution. This produces a clean product and obviates the substantial purification procedures which other preparative methods often entail. Systematic studies of the variations of the P-KaS of the protonated amine groups and the 13C NMR spectra of the modified β-cyclodextrins with pH are reported.
|Number of pages
|Journal of the Chemical Society - Perkin Transactions 1
|Published - 7 Nov 1997