Book Chapter

Oligosaccharide Synthesis

Robert Stick, Spencer Williams

CARBOHYDRATES: THE ESSENTIAL MOLECULES OF LIFE, 2ND EDITION | ELSEVIER SCIENCE BV | Published : 2009

Abstract

This chapter presents several strategies in oligosaccharide synthesis including linear syntheses, convergent syntheses, and “One-pot” syntheses. A linear synthesis is one in which a monosaccharide, by the successive addition of a single monosaccharide, is transformed into the desired oligosaccharide. A protected glycosyl donor (A, X activated) is treated with an acceptor alcohol (B, Y inactive) to generate a disaccharide (AB, Y inactive). After the conversion of Y into X, the process is repeated until the final target oligosaccharide is reached. A reverse approach, which benefits from the fact that the glycosyl donor is more readily acquired and can thus be used in excess, is in common use. ..

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University of Melbourne Researchers