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Benzyl n-Acetyl-6-o-Benzyl-α-D-Muramic Acid, Methyl Ester CAS NO 107671-54-5


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CAS No.:107671-54-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl n-Acetyl-6-o-Benzyl-α-D-Muramic Acid, Methyl Ester is a key protected derivative of muramic acid, a fundamental component of bacterial peptidoglycan. This compound is of significant value as a crucial synthetic intermediate in medicinal chemistry and biochemical research. It is primarily required by pharmaceutical R&D laboratories and fine chemical manufacturers engaged in the development of novel antibacterial agents, immunomodulators, and vaccine adjuvants.

Application

  • Pharmaceutical Intermediate: A critical building block for the synthesis of peptidoglycan analogs and muramyl dipeptide (MDP) derivatives, which are studied for their immunostimulatory properties.
  • Antibacterial Research: Used in the development of novel antibiotics that target bacterial cell wall biosynthesis pathways.
  • Immunology Studies: Serves as a precursor for ligands of NOD2 (Nucleotide-binding oligomerization domain-containing protein 2), a key intracellular receptor of the innate immune system.
  • Vaccine Adjuvant Development: Employed in research to create synthetic analogs of bacterial cell wall components that can enhance immune response.
  • Glycoconjugate Synthesis: Utilized in the preparation of complex glycopeptides and other biologically active carbohydrate derivatives.
  • Biochemical Tool: Acts as a standard or reference compound in analytical methods for studying bacterial cell wall composition and metabolism.

Basic Information

Product Name Benzyl n-Acetyl-6-o-Benzyl-α-D-Muramic Acid, Methyl Ester
CAS No. 107671-54-5
Molecular Formula C24H29NO8
Molecular Weight 459.49 g/mol
Synonyms Methyl (2R)-2-[(2R)-2-(Acetylamino)-3-(benzyloxy)-1-oxopropoxy]-3-(benzyloxy)propanoate; Methyl 2-[(2-Acetamido-3-(benzyloxy)propanoyl)oxy]-3-(benzyloxy)propanoate; N-Acetyl-6-O-benzyl-α-D-muramic Acid Benzyl Ester Methyl Ester; 6-O-Benzyl-N-acetyl-α-D-muramic Acid Benzyl Ester Methyl Ester; Protected Muramic Acid Methyl Ester; Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside Derivative (related structure); MDP Intermediate
EINECS Contact for details

Quality Control

Our Benzyl n-Acetyl-6-o-Benzyl-α-D-Muramic Acid, Methyl Ester is produced under controlled conditions to ensure high purity and batch-to-batch consistency, suitable for research and development applications. Each lot undergoes rigorous analytical testing, including HPLC for purity and spectroscopic identification (NMR, IR). A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to support your quality assurance protocols.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider desiccants or an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Specific Rotation Contact for details
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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