1487451-89-7

Upstream product

• 1235555-29-9 methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1453169-69-1 methyl (5-tert-butyloxycarbonyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-2-thiotoluyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranoside)onate 
• 1453169-44-2 methyl (5-tert-butyloxycabonyl-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate-(2→3)-p-toluyl-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 

Downstream Products

• 381716-71-8 (5-N-acetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside 
• 1453169-48-6 (5-N-benzyloxyacetamido-3,5-dideoxy-D-glycero-α-D-galactonon-2-ulopyranosyl)onate-(2→3)-p-toluyl-1-thio-β-D-galactopyranoside 

Relevant academic research and scientific papers

A divergent method to prepare 5-amino-, 5-N-acetamido-, and 5-N-glycolylsialosides

Sialic acids are essential mediators of biological processes involving carbohydrate recognition. A major determinant of sialic acid recognition is the N-5 substituent, which can be an N-acetyl (human), N-glycolyl (non-human), or amine (cancer associated) functionality. Access to homogeneous sialosides with distinct substitution patterns is essential to determine structure-activity relationships. Herein, we report a divergent chemical approach to enable the synthesis of a library of specifically substituted sialosides by using a single sialic acid building block. A major determinant of sialic acid recognition is the N-5 substituent, which can be an N-acetyl (human), N-glycolyl (non-human), or amine (cancer associated) functionality. Herein, we report a divergent chemical approach to enable the synthesis of the aforementioned 5-N-substituted sialosides by using a single sialic acid building block. Copyright