106294-97-7

Upstream product

• 186581-53-3 diazomethane 
• 100-39-0 benzyl bromide 
• 106294-95-5 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 86520-57-2 7-methoxycarbonyl-3,6-dioxa-1-heptanol 
• 86520-58-3 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-2-deoxy-β-D-glucopyranoside 
• 86539-94-8 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 86520-56-1 methyl 10-phenyl-3,6,9-trioxadecanoate 

Downstream Products

• 86520-61-8 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 106256-82-0 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-β-D-glucopyranoside 

Relevant academic research and scientific papers

STREPTOCOCCUS PNEUMONIAE TYPE XIV POLISACCHARIDE: SYNTHESIS OF A REPEATING BRANCHED TETRASACCHARIDE WITH DIOXA-TYPE SPACER-ARMS

β-Glycosides of 2-acetamido-2-deoxy-D-glucopyranose were synthesised, using either 7-methoxycarbonyl-3,6-dioxa-1-heptanol or 8-azido-3,6-dioxa-1-octanol.Selective β-lactosylation of 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside with hepta-O-acetyl-lactosyltrichloroacetimidate, followed by β-galactosylation of the secondary hydroxyl group with O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)trichloroacetamidate, catalytic hydrogenolysis, and O-deacetylation, gave 7-methoxycarbonyl-3,6-dioxaheptyl 2-acetamido-2-deoxy-4-O-β-D-galactopyranosyl-6-O-(4-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-β-D-glucopyranoside.Selective β-lactosilation of 8-azido-3,6-dioxaoctyl 2-acetamido-3-O-benzyl-2-deoxy-β-D-glucopyranoside with hepta-O-acetyl-lactosyl bromide in the presence of silver triflate, followed by condensation with 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide in the presence of silver triflate, catalytic hydrogenolysis, and O-deacetylation, gave 8-azido-3,6-dioxaoctyl 2-acetamido-2-deoxy-4-O-β-D-galactopyranosyl-6-O-(4-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-β-D-glucopyranoside.