Abstract
AbstractEfficient and stereocontrolled synthesis of size‐defined hyaluronan oligomers is described for the first time starting from natural chondroitin polymer. Semisynthesis from chondroitin polymer afforded a disaccharide fragment that was used as starting material for the efficient preparation of a protected hyaluronic acid disaccharide building block. Selective inversion of configuration at C‐4 of the D‐galactosamine in the chondroitin disaccharide was one of the key steps necessary to afford a hyaluronic disaccharide skeleton. Stereoselective glycosylation, efficient reduction of the N‐trichloroacteyl group into the corresponding N‐acetyl group and deprotection afforded hyaluronan oligomers in good yield.
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