287191-51-9

Upstream product

• 86420-78-2 methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside 
• 2880-96-8 methyl 2,3-anhydro-4,6-O-benzylidene-β-D-gulopyranoside 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 

Downstream Products

• 3013-58-9 methyl 4,6-O-(S)-benzylidene-2,3-di-O-methyl-β-D-idopyranoside 
• 1346535-63-4 methyl 4,6-O-benzylidene-2-O-p-toluoyl-lyxo-β-D-hexopyranosid-3-ulose 
• 1346535-62-3 methyl 3-amino-4,6-O-benzylidene-3-deoxy-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-67-8 methyl 4,6-O-benzylidene-3-deoxy-3-(4-(trifluoromethyl)benzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-70-3 methyl 4,6-O-benzylidene-3-deoxy-3-(4-tert-butylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-71-4 methyl 4,6-O-benzylidene-3-deoxy-3-(3-methoxybenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-72-5 methyl 4,6-O-benzylidene-3-deoxy-3-(4-nitrobenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-74-7 methyl 4,6-O-benzylidene-3-deoxy-3-(4-methylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-64-5 methyl 4,6-O-benzylidene-3-deoxy-3-(2-naphthamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-77-0 methyl 4,6-O-benzylidene-3-deoxy-3-(3-carboxybenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-79-2 methyl 3-deoxy-3-(2-naphthamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-80-5 methyl 3-deoxy-3-(4-(trifluoromethyl)benzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-81-6 methyl 3-deoxy-3-(4-tert-butylbenzamido)-2-O-p-toluoyl-β-D-talopyranoside 
• 1346535-84-9 methyl 3-deoxy-3-(3-methoxybenzamido)-2-O-p-toluoyl-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.