388566-67-4

Upstream product

• 25019-69-6 methyl 4-O-benzyl-α-L-rhamnopyranoside 
• 125520-04-9 ethyl 3-O-acetyl-4,6-O-benzylidene-1,2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside 

Downstream Products

• 388566-68-5 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-α-D-galactopyranosyl-(1-> 2)-[3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-> 3)]-4-O-benzoyl-α-L-rhamnopyranoside 
• 388566-71-0 methyl 2-deoxy-2-N-acetyl-α-D-galactopyranosyl-(1-> 2)-[4,6-O-benzylidene-2-deoxy-2-N-acetyl-β-D glucopyranosyl-(1-> 3)]-α-L-rhamnopyranoside 
• 388566-69-6 benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester 
• 388566-70-9 benzoic acid 4-(8-acetoxy-7-acetylamino-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Synthesis of trisaccharides related to the branching region of the O-antigen polysaccharides from Escherichia coli O35 and Salmonella arizona O62

The synthesis of three trisaccharides related to the branching region in the O-antigen polysaccharides from E. coli O35 and S. arizona O62 is reported. A regioselective β-glycosylation was performed at O-3 of a methyl α-L-rhamnopyranoside derivative, cis-Glycosylation of an α-D-galactosamine derivative at O-2 of the methyl α-L-rhamnopyranoside took place in excellent yield (90%) to produce, after deprotection, compound 1. Functionalization at C-6 of the α-D-galactosamine residue by regioselective TEMPO oxidation resulted in the corresponding uronic acid, which subsequently gave 2. Treatment of an activated ester, derived from the uronic acid, with ammonia provided the desired carboxamide, and subsequently 3.