Synthesis of a β1,2-Mannopyranosyl Tetrasaccharide Found in the Phosphomannan Antigen of Candida albicans
- 30 August 2000
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (19) , 2939-2942
- https://doi.org/10.1021/ol0061743
Abstract
The synthesis of a portion of the challenging beta1,2-mannosyl polymer found in the cell walls of Candida albicans was undertaken to develop a conjugate vaccine against C. albicans and to facilitate NMR conformational studies of this unique polysaccharide. The novel approach to the synthesis of tetrasaccharide 1 employed the modified ulosyl bromide 11 as the glycosyl donor which provided high diastereoselectivity. A participating solvent as well as p-chlorobenzyl protection facilitated the new approach.Keywords
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