50604-73-4

Upstream product

• 77735-17-2 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(tetrahydro-2-pyranyl)-β-D-glucopyranose 
• 84034-64-0 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-trityl-β-D-glucopyranose 
• 37042-52-7 N-((1R,2S,3R,4R,5R)-2,3-dihydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide 
• 100-39-0 benzyl bromide 
• 84034-62-8 N-((1R,2S,3R,4R,5R)-3-hydroxy-2-(trityloxy)-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide 
• 33208-47-8 4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose 
• 37042-50-5 2-acetamido-3-O-acetyl-1,6-anhydro-2-deoxy-β-D-glucopyranose 
• 50604-68-7 2-acetamido-3-O-acetyl-1,6-anhydro-4-O-benzyl-2-deoxy-β-D-glucopyranose 
• 55682-47-8 1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-glucopyranose 
• 77735-15-0 2-acetamido-3-O-acetyl-1,6-anhydro-2-deoxy-4-O-(tetrahydro-2-pyranyl)-β-D-glucopyranose 
• 77735-16-1 2-acetamido-1,6-anhydro-2-deoxy-4-O-(tetrahydro-2-pyranyl)-β-D-glucopyranose 

Downstream Products

• 88087-43-8 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 77755-66-9 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 88087-34-7 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2-O-benzoyl-4,6-di-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 114643-67-3 N-{(1R,2S,3R,4R,5R)-2-[(2S,3R,4S,5S,6R)-4-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy]-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl}-acetamide 
• 50677-95-7 2-acetamido-4-O-acetyl-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 86231-83-6 2',3',4',6'-tetra-O-acetyl-1,6-anhydro-3-O-benzyl-N-acetyl-β-lactosamine 
• 91595-41-4 O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-α-D-mannopyranosyl)-(1->6)-O-(2,3,4-tri-O-benzyl-β-mannopyranosyl)-(1->4)-2-acetamido-1,6-dihydro-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 91595-37-8 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 91595-36-7 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(6-O-allyl-2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose 
• 91595-35-6 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(6-O-allyl-3,4-di-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose 
• 86231-84-7 1,2',3',4',6,6'-hexa-O-acetyl-3-O-benzyl-N-acetyl-α-lactosamine 
• 86231-85-8 1,2',3',4',6,6'-hexa-O-acetyl-3-O-benzyl-N-acetyl-β-lactosamine 
• 88087-46-1 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose 
• 88087-45-0 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose 

Relevant academic research and scientific papers

RECTIVITE COMPAREE DE DIVERS ACCEPTEURS DE LA D-GLUCOSAMINE LORS DE LA SYNTHESE DE PRECURSEURS DU CHITOBIOSE

Six D-glucosamine derivatives, diversely substituted at the nitrogen atom, were tested as acceptors in glycosylation reactions with 1,3,4,6-tetra-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranose (1) as the donor and trimethylsilyl trifluoromethanesulfonate as the promoter.The observed yields were high with 2-phthalimido- and 2-azido-D-glucosamine acceptors and more generally good with acceptors of the 1,6-anhydro-D-glucosamine series.The disaccharides benzyl 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (20), benzyl 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-2-allyloxycarbonylamino-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (21), 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (22), 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-2-allyloxycarbonylamino-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose (23), 2-acetamido-4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose (24) and 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose (25) have thus been synthesized.

Synthesis of 2-Acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose, a Useful Glycosyl Acceptor for 1,4-Linked, N-Acetylglucosamine-containing Oligosaccharides Synthesis

A facile synthesis of the title compound (9) was achieved.Tritylation of 1,6-anhydro-β-N-acetylglucosamine (4) with 3 molar equivalents of trityl chloride in pyridine at 85-90 deg C for 24 h afforded the corresponding 4-O-trityl ether (5) and 3-O-trityl e