Stereo- And Regioselective Synthesis Of O-Mannosyl Glycan Containing Matriglycan And A Part Of Tandem Ribitol Phosphate

We herein successfully synthesized two pivotal structures of O-mannosyl glycan: (1) the matriglycan-repeating tetrasaccharide Xyl alpha 1-3GIcA beta 1-3Xyl alpha 1-3GlcA beta and (2) the link between matriglycan and a part of tandem ribitol phosphate, Xyl alpha 1-3GlcA beta 1-4Xyl beta 1-4Rbo, in a regio- and stereocontrolled manner. The disaccharide unit with the alpha-linkage of xylose was obtained by adopting the conformational fixation of the xylopyranoside ring and a specific solvation system of diastereoselective solubility.