Synthesis of a Sialic Acid α(2−3) Galactose Building Block and Its Use in a Linear Synthesis of Sialyl Lewis X
- 1 April 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (9) , 1777-1779
- https://doi.org/10.1021/ol0704946
Abstract
The ubiquity of the sialic acid α(2−3) galactose linkage in oligosaccharides of biological relevance necessitates a building block for the incorporation of this motif into oligosaccharides prepared by modular synthesis. The linear synthesis of the sialyl Lewis X tumor-associated antigen (1) has been accomplished in good yield using a sialic acid α(2−3) galactose disaccharide building block. The disaccharide building block was synthesized efficiently from readily available galactal by a high-yielding and selective sialylation reaction.Keywords
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