117182-56-6

Basic information

• Product Name: benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• Synonyms: benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• CAS NO: 117182-56-6
• Molecular Weight: 399.444
• Mol File: 117182-56-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside(117182-56-6)
• EPA Substance Registry System: benzyl 2-acetamide-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside(117182-56-6)

Safety Data

• Hazardous Substances Data: 117182-56-6(Hazardous Substances Data)

Upstream product

• 2873-29-2 D-glucal triacetate 
• 100-51-6 benzyl alcohol 
• 95451-80-2 Benzyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosid 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 95451-81-3 Benzyl-2-azido-2-desoxy-α-D-mannoopyranosid 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 35812-81-8 Benzyl-2-amino-2-desoxy-α-D-mannopyranosid 
• 25320-99-4 benzyl α-D-glucopyranoside 
• 79549-73-8 benzyl 4,6-O-(phenylmethylene)-α-D-glucopyranoside 
• 492-62-6 alpha-D-glucopyranose 
• 1009644-15-8 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 
• 10380-86-6 phenylmethyl 2-acetylamino-2-deoxy-α-D-mannopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 3554-93-6 benzyl 2-acetamido-2-deoxy-α-D-galactopyranoside 

Downstream Products

• 141019-80-9 Benzyl-2-acetamido-4,6-O-benzyliden-2-desoxy-3-O-propyl-α-D-galactopyranosid 
• 224325-80-8 benzyl methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 
• 74842-55-0 N-acetyl-1-O-benzyl-4,6-O-benzylidenemuramic acid 
• 13347-83-6 benzyl 4,6-O-benzylidene-2-amino-2-deoxy-α-D-glucopyranoside 
• 572909-53-6 benzyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-glucopyranoside 
• 141020-12-4 Benzyl-O-(2,3,4-tri-O-benzoyl-6-desoxy-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-desoxy-α-D-galactopyranosid 

Relevant articles and documents

Further Insights on Structural Modifications of Muramyl Dipeptides to Study the Human NOD2 Stimulating Activity

A series of muramyl dipeptide (MDP) analogues with structural modifications at the C4 position of MurNAc and on the d-iso-glutamine (isoGln) residue of the peptide part were synthesized. The C4-diversification of MurNAc was conveniently achieved by using CuAAC click strategy to conjugate an azido muramyl dipeptide precursor with structurally diverse alkynes. d-Glutamic acid (Glu), replaced with isoGln, was applied for the structural diversity through esterification or amidation of the carboxylic acid. In total, 26 MDP analogues were synthesized and bio-evaluated for the study of human NOD2 stimulation activity in the innate immune response. Interestingly, MDP derivatives with an ester moiety are found to be more potent than reference compound MDP itself or MDP analogues containing an amide moiety. Among the varied lengths of the alkyl chain in ester derivatives, the MDP analogue bearing the d-glutamate dodecyl (C12) ester moiety showed the best NOD2 stimulation potency.

Novel phosphoramidate prodrugs of N-acetyl-(d)-glucosamine with antidegenerative activity on bovine and human cartilage explants

(d)-Glucosamine and other nutritional supplements have emerged as safe alternative therapies for osteoarthritis (OA), a chronic and degenerative articular joint disease. In our preceding paper, a series of novel O-6 phosphate N-acetyl (d)-glucosamine prod

Optimization of UDP-N-acetylmuramic acid synthesis

UDP-N-acetylmuramic acid (UDP-MurNAc) is a substrate of MurC, an important enzyme in the intracellular pathway of bacterial peptidoglycan biosynthesis. Various approaches towards preparation of UDP-Mur/VAc have been published but these synthetic preparations were shown to include many problematic steps. An optimization study with the focus on muramyl phosphate and UMP-morpholidate coupling was performed, resulting in a synthetic procedure enabling robust and easily reproducible production on a multi-gram scale.