2862-03-5

Basic information

• Product Name: 2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID
• Synonyms: 2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID;ALPHA-BENZYL-4,6-O-BENZYLIDENE-MURAMIC ACID;BENZYL 2-ACETAMIDO-4,6-O-BENZYLIDENE-3-O-[1-(R)-CARBOXYETHYL]-2-DEOXY-A-D-GLUCOPYRANOSE;Benzyl N-Acetyl-4,6-O-benzylidene-α-D-muramic Acid;(2R)-{[(4aR,6S,7R,8R,8aS)-7-(Acetylamino)-6-(benzyloxy)-2-phenylperhydropyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoic acid, N-Acetyl-1-O-(phenylmethyl)-4,6-O-(phenylmethylene-alpha-muramic acid;2-(3-Acetamido-2-benzyl-4,6,O-benzylidene-alpha-D-glucopyranosid-4-yloxy)propanoic acid tech;Benzyl 2-AcetaMido-4,6-O-benzylidene-3-O-(D-1-carboxyethyl)-2-deoxy-glucopyranoside;N-Acetyl-1-O-(phenylMethyl)-4,6-O-(phenylMethylene)-α-MuraMic Acid
• CAS NO: 2862-03-5
• Molecular Formula: C₂₅H₂₉NO₈
• Molecular Weight: 471.49966
• Product Categories: Carbohydrates & Derivatives
• Mol File: 2862-03-5.mol

Chemical Properties

• Melting Point: 237-239° C
• Appearance: /
• Storage Temp.: -20?C Freezer
• Solubility: DMSO, Methanol
• Stability: Store at 2-8°C
• CAS DataBase Reference: 2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID(2862-03-5)
• EPA Substance Registry System: 2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID(2862-03-5)

Safety Data

• Hazardous Substances Data: 2862-03-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID is used as a pharmaceutical compound for its potential antibacterial properties. Due to its structural similarity to muramic acid, it may interfere with the synthesis of peptidoglycan in bacterial cell walls, thereby inhibiting bacterial growth and functioning as an antimicrobial agent.
Used in Research and Development:
In the field of research and development, 2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID serves as a valuable compound for studying the structure and function of bacterial cell walls. It can be used to develop new antibiotics or to understand the mechanisms of bacterial resistance to existing antibiotics.
Used in Chemical Synthesis:
2-(3-ACETAMIDO-2-BENZYL-4,6,OBENZYLIDENE-ALPHA-D-GLUCOPYRNOSID-4-YLOXY)PROPIONIC ACID can also be utilized as a building block or intermediate in the synthesis of more complex organic molecules, particularly those with potential applications in the pharmaceutical, agrochemical, or materials science industries. Its unique structure and functional groups make it a versatile starting material for various chemical reactions and modifications.

Upstream product

• 13343-62-9 benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 
• 100-51-6 benzyl alcohol 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 74533-11-2 L-2-chloropropionic acid sodium salt 
• 13343-63-0 benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside 
• 535-11-5 Ethyl 2-bromopropionate 
• 29617-66-1 (S)-2-chloropropanoic acid 
• 104371-51-9 Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside 

Downstream Products

• 129145-16-0 (R)-2-{(S)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-pentanedioic acid 1-amide 5-octylamide 
• 63092-13-7 1-O-benzyl-4,6-O-benzylidene-N-acetylmuramyl-alanyl-D-glutamic acid diamide 
• 124453-32-3 1-α-O-benzyl-4,6-O-benzylidene-N-acetylmuramyl-L-α-aminobutyryl-D-glutamine n-butyl ester 
• 76502-94-8 1-O-benzyl-4,6-O-benzylidene-N-acetylmuramyl-alanyl-D-isoglutamine methyl ester 
• 95900-15-5 N-<2-O-(benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside-3-yl)-(R)-lactoyl>-L-alanylglycine methyl ester 
• 171669-19-5 (R)-2-{(S)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-pentanedioic acid 1-amide 5-[(6-azido-hexyl)-amide] 
• 171669-20-8 benzyl 6-hexanoate 
• 129145-19-3 (S)-6-((R)-4-{(S)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyrylamino)-2-tert-butoxycarbonylamino-hexanoic acid methyl ester 
• 76548-65-7 N-<2-O-(benzyl 2-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-glucopyranoside-3-yl)-D-lactoyl>-L-alanine methyl ester 
• 72009-73-5 Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-carboxyethyl>-α-D-glucopyranoside, HONB ester 
• 25605-64-5 benzyl 2-acetamido-4,6-O-benzylidene-3-O-<(R)-1-(benzyloxycarbonyl)ethyl>-2-deoxy-α-D-glucopyranoside 
• 104371-51-9 Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside 
• 19229-59-5 benzyl 2-acetamido-2-deoxy-3-O--β-D-glucopyranoside 
• 35477-92-0 O¹-benzyl-O⁴,O⁶-diacetyl-β-muramic acid lactam 

Relevant articles and documents

The synthesis and biological activities of anomeric butyl glycosides of muramyl dipeptide

The synthesis of anomeric butyl glycosides of muramyl dipeptide was reported. α-Butyl glycoside of N-acetyl-D-glucosamine was 3-O-benzylidenated and the benzylidene derivative was 3-O-alkylated by the Williamson reaction with sodium (S)-2-chloropropionate

SYNTHESIS OF PEPTIDES, GLYCO DERIVATIVES AND GLYCOPEPTIDES FROM BACTERIAL CELL WALLS

Synthesis in solution and in solid phase was used to prepare alanyl-D-isoglutamine (VI), alanyl-D-isoglutaminyl-Nε-p-toluenesulfonyl-lysyl-D-alanine methyl ester (XIII), alanyl-D-isoglutaminyl-Nε-acetyl-lysyl-D-alanine methyl ester (XIV), alanyl-D-isoglutaminyl-Nε-acetyl-lysyl-D-alanyl-pentaglycine methyl ester and amide (XXXI, XXXII), methyl ester (XXXV), methyl ester (XXXVII), N-acetylmuramyl-alanyl-D-isoglutaminyl-Nε-acetyl-lysyl-D-alanyl-pentaglycine amide (XXXIX), methyl ester (XLI), and methyl ester (XLIII).Thetetrapeptides, nonapeptides, and tridecapeptides show a pronounced pyrogenic effect.Imunoadjuvant activity was observed not only with the glycopeptides but also with nonapeptide XXXI.