Synthesis of carbohydrate derivatives using solid-phase work-up and scavenging techniques.

Rachel N MacCoss; Paul E Brennan; Steven V Ley

doi:10.1039/b303951j

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Synthesis of carbohydrate derivatives using solid-phase work-up and scavenging techniques.

Rachel N MacCoss·Paul E Brennan·Steven V Ley

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Abstract

Methods to allow the clean preparation of oligosaccharides were investigated using techniques that do not require conventional column chromatography or an aqueous work-up. The route was designed to provide rapid access to oligosaccharides and is suitable for automation and parallel library formation. The research has focused on the glycosidations of a range of glycosyl acceptors with various selenophenyl glycosyl donors using iodine as an activator in the presence of DTBMP, a hindered organic base. Hydroxyl-containing contaminants were removed by scavenging with polymer-supported tosyl chloride.

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Carbohydrate Sequence Combinatorial Chemistry Techniques Glycosides Glycosylation Iodine Molecular Sequence Data Oligosaccharides Tosyl Compounds Journal Article Research Support, Non-U.S. Gov't

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Rachel N MacCoss, Paul E Brennan, Steven V Ley. 2003-06-21. Synthesis of carbohydrate derivatives using solid-phase work-up and scavenging techniques.. https://doi.org/10.1039/b303951j

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