1346535-87-2

Upstream product

• 86470-08-8 methyl 4,6-O-benzylidene-β-D-galactopyranoside 3-O-p-toluenesulfonate 
• 287191-51-9 methyl 4,6-O-benzylidene-β-D-idopyranoside 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 
• 2880-96-8 methyl 2,3-anhydro-4,6-O-benzylidene-β-D-gulopyranoside 
• 1346535-72-5 methyl 4,6-O-benzylidene-3-deoxy-3-(4-nitrobenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-62-3 methyl 3-amino-4,6-O-benzylidene-3-deoxy-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-63-4 methyl 4,6-O-benzylidene-2-O-p-toluoyl-lyxo-β-D-hexopyranosid-3-ulose 
• 1346535-60-1 methyl 4,6-O-benzylidene-2-O-p-toluoyl-β-D-idopyranoside 

Downstream Products

• 1346535-96-3 methyl 3-deoxy-3-(4-nitrobenzamido)-β-D-talopyranoside 

Relevant academic research and scientific papers

Synthesis of 3-amido-3-deoxy-β-d-talopyranosides: All-cis-substituted pyranosides as lectin inhibitors

3-Deoxy-3-amino-β-d-talopyranosides have been synthesized for the first time. The amines were obtained from galactopyranosides through 2,3-anhydrogulosides that were opened to idosides followed by an oxidation/reductive amination sequence. From the amines, 11 corresponding 3-deoxy-3-arylamido-β-talopyranosides have been synthesized and evaluated as inhibitors against galectin-1, -2, -3, -4C, -4N, -7, -8N and -9N. The synthesized talosamides showed selectivity for Galectin-4C with three of the monosaccharides having dissociation constants at around 100 μM against the lectin, which is more than two orders of magnitude better than methyl β-galactoside and significantly better than the previous best galectin-4C monosaccharide inhibitor.