Applications of Ionic Liquids to Oligosaccharide Synthesis

• Main Author: Whitaker, Simon Richard
• Published: University of Bristol 2013
• Online Access: http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.629002

The synthesis of a library of biologically relevant oligosaccharide fragments is proposed using ionic liquids as purification tags. Work to synthesise ,B(1-t3)-glucans as a model using this functionality has been considered and synthesis of a range of orthogonally protected glycosyl donors and glycosyl acceptors with ionic liquid purification tags has been achieved. Glycosylations using these building blocks resulting in ionically-tagged oligosaccharides have been performed and the results analysed herein. A continuation of previously published work using ionic liquids as mild room temperature glycosylation promoters is also reported: A variety of glycosyl donors were synthesised and tested with ionic liquids to determine reactivities of donors compatible with this methodology. Proposals to further the scope of this synthetic technique are also discussed.