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

The regio-specific synthesis of a series of novel amphiphilic beta -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-beta -cyclodextrin is synthesised in large scale by one pot reaction from beta -cyclodextrin. The products are generally mixtures with varying degrees of substitution. These amphiphilic cyclodextrin form micellar aggregates. (C), 2001 Elsevier Science Ltd. All rights reserved.