93417-35-7

Upstream product

• 93417-34-6 p-methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 105-13-5 4-Methoxybenzyl alcohol 
• 10028-45-2 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide 

Downstream Products

• 220449-96-7 p-methoxybenzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 220449-95-6 p-methoxybenzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 204982-98-9 p-methoxybenzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 114853-30-4 O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 107802-83-5 O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 
• 824958-49-8 4-methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-2-deoxy-3,6-di-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside 
• 824958-60-3 4-methoxybenzyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside 
• 824958-54-5 4-methoxybenzyl 2-acetamido-6-O-allyl-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside 
• 824958-51-2 4-methoxybenzyl 2-acetamido-2-deoxy-6-O-(4-methoxytrityl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside 
• 824958-53-4 4-methoxybenzyl 2-acetamido-2-deoxy-3,4-di-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside 
• 824958-50-1 4-methoxybenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-3,6-di-O-(4-methoxybenzyl)-β-D-glucopyranoside 
• 824958-48-7 4-methoxybenzyl 2-deoxy-3,6-di-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside 
• 824958-59-0 4-methoxybenzyl 6-O-(tert-butyldimethylsilyl)-2-deoxy-3-O-(4-methoxybenzyl)-2-phthalimido-β-D-glucopyranoside 
• 824958-47-6 4-methoxybenzyl 2-deoxy-3-O-(4-methoxybenzyl)-4,6-O-(4-methoxybenzylidene)-2-phthalimido-β-D-glucopyranoside 

Relevant academic research and scientific papers

Enzymatic glycosidation of sugar oxazolines having a carboxylate group catalyzed by chitinase

Enzymatic glycosidation using sugar oxazolines 1-3 having a carboxylate group as glycosyl donors and compounds 4-6 as glycosyl acceptors was performed by employing a chitinase from Bacillus sp. as catalyst. All the glycosidations proceeded with full control in stereochemistry at the anomeric carbon of the donor and regio-selectivity of the acceptor. The N,N′-diacetyl-6′-O- carboxymethylchitobiose oxazoline derivative 1 was effectively glycosidated, under catalysis by the enzyme, with methyl N,N′-diacetyl-β- chitobioside (4), pent-4-enyl N-acetyl-β-d-glucosaminide (5), and methyl N-acetyl-β-d-glucosaminide (6), affording in good yields the corresponding oligosaccharide derivatives having 6-O-carboxymethyl group at the nonreducing GlcNAc residue. The N,N′-diacetyl-6-O-carboxymethylchitobiose oxazoline derivative 2 was subjected to catalysis by the enzyme catalysis; however, no glycosidated products were produced through the reactions with 4, 5, and 6. Glycosidation reactions of the β-d-glucosyluronic-(1→4)-N-acetyl-d- glucosamine oxazoline derivative 3 proceeded with each of the glycosyl acceptors, giving rise to the corresponding oligosaccharide derivative having a GlcA residue at their nonreducing termini in good yields.

The p-Methoxybenzyl Group as Protective Group of the Anomeric Centre. Selective Conversions of Hydroxy Groups into Bromo Groups in p-Methoxybenzyl 2-Deoxy-2-phthalimido-β-D-glucopyranoside

Selective conversions of hydroxy-groups into bromo-groups in p-methoxybenzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside by the triphenylphosphine-tribromoimidazole system are described, as well as new procedures for the removal of the p-methoxybenzyl hydro