78246-81-8

Basic information

• Product Name: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• Synonyms: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS NO: 78246-81-8
• Molecular Weight: 399.444
• Mol File: 78246-81-8.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(78246-81-8)
• EPA Substance Registry System: benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(78246-81-8)

Safety Data

• Hazardous Substances Data: 78246-81-8(Hazardous Substances Data)

Upstream product

• 3055-51-4 benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 13343-62-9 benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 
• 10036-64-3 N-acetyl-D-glucosamine 
• 14131-62-5 D-glucosamine hydrochloride 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 28297-52-1 2-acetamido-4,6-O-benzylidene-2-deoxy-D-glucopyranose 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 10380-86-6 phenylmethyl 2-acetylamino-2-deoxy-α-D-mannopyranoside 
• 1009644-15-8 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-altropyranoside 
• 492-62-6 alpha-D-glucopyranose 

Downstream Products

• 143416-39-1 N-[(2R,4aR,6S,7R,8R,8aS)-6-Benzyloxy-8-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide 
• 152696-82-7 3-acetyl-(benzyl 4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranosido)<2,3-d>oxazolidine 
• 73089-68-6 benzyl 2-acetamido-4,6-O-benzylidene-3-O-[(R)-1-carboxyethyl]-2-deoxy-α-D-glucopyranoside 
• 648431-66-7 benzyl 2',3'-di-O-benzoyl-4'-O-methyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 648435-62-5 benzyl 2',3',4'-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 648431-65-6 benzyl 2',3'-di-O-benzoyl-4',6'-dideoxy-α-L-lyxo-hexopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 110825-24-6 benzyl α-L-rhamnopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside 
• 648431-67-8 C₃₅H₃₉NO₁₁ 
• 648431-68-9 C₃₆H₄₁NO₁₂ 
• 648431-70-3 benzyl 2',3'-di-O-benzoyl-4',6'-dideoxy-α-L-lyxo-hexopyranosyl-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-α-D-glucopyranoside 
• 356785-90-5 2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester 
• 204511-04-6 Acetic acid (2S,3R,4R,5S,6R)-3-acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

Solid phase synthesis of muramyl dipeptides on isomeric trialkoxybenzylamine resins

New isomeric trialkoxybenzylamine resins are developed coupling phthalimidomethyl-3,5-dimethoxyphenols to the Merrifield resin, followed by subsequent treatment with hydrazine. The generated benzylamine function allows DCC coupling with the carboxyl funct

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 MURAMYL PEPTIDE DERIVATIVE COMPOUND, SYNTHESIS AND USES THEREOF

The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof. R = alkyl (both linear and branched), aryl, substituted aryl, alkoxy alkyl Wherein, R can be both linear and branched alkyl, aryl, substituted aryl and alkoxy alkyl. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.