An efficient regio-specific synthetic route to multiply substituted acyl-sulphated β-cyclodextrins

The regio-specific synthesis of a series of novel amphiphilic β-cyclodextrins is described. We are able to check the degree of sulphatation at upper rim and the degree of acylation and over-acylation at lower rim by electrospray mass spectrometry. The 6-O-silyl-2,3-O-acyl-β-cyclodextrin is synthesised in large scale by one pot reaction from β-cyclodextrin. The products are generally mixtures with varying degrees of substitution. These amphiphilic cyclodextrin form micellar aggregates.