188472-80-2

Upstream product

• 213459-71-3 ethyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 215371-44-1 ethyl 2,6-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 573699-48-6 ethyl 2,6-di-O-benzyl-3,4-O-endo-benzylidene-1-thio-β-D-galactopyranoside 

Downstream Products

• 188472-87-9 Ethyl 2,4,6-tri-O-benzyl-3-deoxy-1-thio-β-D-glucopyranoside 
• 419549-76-1 5-azidopentyl (4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside 
• 419549-77-2 5-azidopentyl (3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside 
• 419549-70-5 5-azidopentyl (4-O-acetyl-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside 
• 419549-71-6 5-azidopentyl (3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside 
• 419549-59-0 Acetic acid (3R,4S,5S,6R)-2-(5-azido-pentyloxy)-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yl ester 
• 419549-61-4 5-azidopentyl 2,4,6-tri-O-benzyl-α-D-galactopyranoside 
• 369386-67-4 ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant academic research and scientific papers

The presence of water improves reductive openings of benzylidene acetals with trimethylaminoborane and aluminium chloride

The acidic reagent formed in situ from anhydrous AlCl3 and H2O in 3:1 ratio is much more efficient for the reductive openings of the cyclic benzylidene acetals with Me3N·BH3 in tetrahydrofurane than the AlClsub

Synthesis of fragments of the glycocalyx glycan of the parasite Schistosoma mansoni

The chemical synthesis of α-L-Fucp-(1→3)-β-D-GalpNAc-(1→4)-β-D-GlcpNAc- (1→3)-α-D-GalpO(CH2)5NH2, β-D-GalpNAc-(1→4)-[α-L-Fucp-(1→3)-]β-D-GlcpNAc- (1→3)-α-D-GalpO(CH2)5NH2, and α-L-Fucp-(1→3

Synthesis of Hexp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3 probes for exploration of the substrate specificity of glycosyltransferases

Seven analogues of the trisaccharide β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3 have been synthesized as potential substrates for glycosyltransferases involved in the chain-termination of N-acetyllactosamine-type N-glycans. These compounds include: 3-O-methyl-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3, 3-deoxy-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3, 3 -deoxy-3-fluoro-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3, 3-amino-3-deoxy-β-D-Galp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3, β-D-Gulp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3, β-L-Galp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3, and α-L-Altp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3. All trisaccharides were obtained by condensation of suitably modified glycosyl donors based on imidates or thioglycosides with the same disaccharide acceptor, octyl 3,4,6-tri-O-benzyl-2-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido- β-D -glucopyranosyl)-α-D-mannopyranoside, followed by deprotection.