1416152-73-2

Upstream product

• 1416152-72-1 methyl (methyl (2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1?4)-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside) uronate 
• 1416152-76-5 C₄₉H₄₆Cl₃N₃O₁₂S 

Downstream Products

• 1416152-74-3 methyl (methyl (2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1?4)-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl) uronate)-(1?4)-(methyl (2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1?4)-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside) uronate 

Relevant academic research and scientific papers

PROCESS FOR THE PREPARATION OF POLYSACCHARIDES

The present invention relates to a process for the preparation of polysaccharides of 8 or more monosaccharide residues in length and polysaccharides accessible by these processes, the process comprising coupling a chain extending polysaccharide of four monosaccharide residues in length with a first polysaccharide of four or more monosaccharide residues in length. The coupling proceeds by substitution of a thio leaving group (such as -SR1) bonded to the anomeric carbon of a monosaccharide residue in either the chain extending polysaccharide or the first polysaccharide.

First gram-scale synthesis of a heparin-related dodecasaccharide

The first example of a gram-scale synthesis of a structurally defined, heparin-related dodecasaccharide is reported. An iterative 14-step process using an iduronate donor disaccharide delivers >1g quantities of the dodecasaccharide sequence [GlcNS-IdoA2S]6-OMe in 15% overall yield from the reducing terminal disaccharide, a 2 orders of magnitude increase in scale for access to synthetic heparanoid dodecasaccharide mimetics. The synthesis also delivers multigram amounts of the protected oligosaccharides from tetra- through to dodecasaccharide.