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Synthesis of precursors for the dimeric 3-O-SO3Na Lewis X and Lewis A structures
G V Reddy1, R K Jain, R D Locke
1Department of Gynecologic Oncology, Roswell Park Cancer Institute, Buffalo, NY 14263, USA.
Abstract:
Stereoselective syntheses of 3-O-SO3Na-beta-Gal-(1-->4)-beta-GlcNAc- (1-->3)-beta-Gal-(1-->4)-GlcNAc-beta-OBn (15) and 3-O-SO3Na-beta-Gal-(1-->3)-beta-GlcNAc-(1-->3)-beta-Gal-(1-->3)- beta-GlcNAc-(1-->3)-beta-Gal-(1-->4)-Glc-beta-OBn (25) were accomplished through the use of two novel glycosyl donors, namely, ethyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-beta-D- galactopyranosyl)-(1-->4)-3-O-acetyl-2-deoxy-2-phthalimido-1-thio-6-O- trimethylacetyl-beta-D-glucopyranoside (8). and ethyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-beta-D-galactopyranosyl)- (1-->3)-4-O-acetyl-2-deoxy-2-phthalimido-1-thio-6-O-trimethylace tyl-beta-D-glucopyranoside (18).