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2-Acetamido-3-o-Benzyl-4,6-o-Benzylidene-2-Deoxy-β-D-Glucopyranosyl Azide CAS NO 80887-27-0


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CAS No.:80887-27-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-Acetamido-3-o-Benzyl-4,6-o-Benzylidene-2-Deoxy-β-D-Glucopyranosyl Azide is a sophisticated, protected glycosyl azide building block used in advanced organic synthesis. This compound matters as a key precursor for the stereoselective construction of complex oligosaccharides and glycoconjugates via "click chemistry" and other azide-alkyne cycloaddition reactions. It is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel glycomimetics, carbohydrate-based vaccines, and diagnostic probes.

Application

  • Glycoconjugate Synthesis: A critical intermediate for the preparation of N-acetylglucosamine (GlcNAc) derivatives and complex oligosaccharide chains found in biologically active molecules.
  • Pharmaceutical Intermediates: Used in the research and development of new therapeutic agents, including antibiotics, anti-cancer drugs, and enzyme inhibitors targeting glycosylation pathways.
  • Click Chemistry Reagent: Serves as a versatile azide donor for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, enabling efficient and modular assembly of molecular architectures.
  • Glycobiology Research: Employed as a tool compound to study carbohydrate-protein interactions, enzymatic glycosylation, and cellular recognition processes.
  • Material Science: Potential use in the synthesis of functionalized polymers and surfaces with specific carbohydrate motifs for biosensing or biocompatibility applications.
  • Diagnostic Probe Development: Facilitates the creation of labeled carbohydrate probes for imaging and detection in biochemical assays.

Basic Information

Product Name 2-Acetamido-3-o-Benzyl-4,6-o-Benzylidene-2-Deoxy-β-D-Glucopyranosyl Azide
CAS No. 80887-27-0
Molecular Formula C22H24N4O5
Molecular Weight 424.45 g/mol
Synonyms 2-Acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl azide; 1-Azido-2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranose; β-D-Glucopyranosyl azide, 2-(acetylamino)-2-deoxy-3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-; Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside-3-azide derivative; GlcNAc(Bn,Bn) N3; Protected GlcNAc azide
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Quality Control

Our 2-Acetamido-3-o-Benzyl-4,6-o-Benzylidene-2-Deoxy-β-D-Glucopyranosyl Azide is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure it meets the high standards required for research and synthesis. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

Item Specification
Appearance White to off-white powder or crystalline solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95%
Water Content (KF) ≤ 1.0%
Residual Solvents (GC) Meets ICH guidelines

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

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