Adaptable Synthesis of C-Glycosidic Multivalent Carbohydrates and Succinamide-Linked Derivatization

Miller

Abstract

A modular approach to the synthesis of trivalent C-glycosidic carbohydrates is described. The approach is illustrated employing carboxylate-terminated C-glycosidic d-mannose, d-glucose, and d-galactose derivatives with different length C1-linked spacer units and also core units with different length linker units attached. The central core scaffold is additionally functionalized via a succinamide-based, conjugatable linker unit, exemplified in an extended multivalent derivative [31] and a pyrene-bearing fluorsecent-labeled tris-C-mannosyl conjugate [33].

• Publication Date: Nov 19, 2010
• Journal: Organic Letters
• Print ISSN: 1523-7060
• Publisher: American Chemical Society
• Pages: 5262 - 5265
• DOI: https://doi.org/10.1021/ol102310x
• Publisher URL: https://doi.org/10.1021/ol102310x