Carbohydrate synthesis from Wikipedia
Carbohydrates Synthesis is a sub-field of organic chemistry concerned specifically with the generation of natural and unnatural carbohydrate structures. This can include the synthesis of monosaccharide residues or structures containing more than one monosaccharide, known as oligosaccharides .
Carbohydrates Synthesis requires the installation of a new stereocenter during each elongation event. The major challenges in carbohydrate synthesis are two-fold: (1) how to control the stereochemistry of each newly formed glycosidic linkage and (2) how to incorporate various degrees of branching. This chapter discusses an automated synthesis method for carbohydrate production. This automated method provides a framework for exploring the potential reaction conditions while at the same time minimizing the amount of effort required to create complex carbohydrates. An automated solid-phase method necessitates a polymer support and a linker that are compatible with the reagents used in carbohydrate synthesis. When initiating a synthesis, the choice of glycosylating agent and protecting groups governs the selection of activating and deblocking reagents. The automated method described in the chapter has proven useful with glycosyl trichloroacetimidate and glycosyl phosphate building blocks. Temporary protecting groups, such as levulinate esters, silyl ethers, and acetate esters also are compatible with automation. Using this set of reagents can help in accessing majority of natural carbohydrate linkages.
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