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1,2,3,4-Tetra-o-Acetyl-6-Azido-6-Deoxy-A-D-Glucopyranose CAS NO 51642-43-4


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CAS No.:51642-43-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1,2,3,4-Tetra-o-Acetyl-6-Azido-6-Deoxy-A-D-Glucopyranose is a key protected monosaccharide derivative, widely recognized as a versatile building block in synthetic carbohydrate chemistry. Its value lies in the strategic placement of acetyl protecting groups and a reactive azido functionality at the C-6 position, enabling precise and controlled glycosylation reactions. This compound is essential for researchers and manufacturers in the pharmaceutical and biotechnology sectors, particularly for the synthesis of complex oligosaccharides, glycoconjugates, and novel therapeutic agents.

Application

  • Glycosylation Reagent: A crucial intermediate for the stereoselective synthesis of 1,2-trans-linked glycosides and oligosaccharides.
  • Pharmaceutical Intermediate: Used in the research and development of glycan-based drugs, including antibiotics, antivirals, and anticancer agents.
  • Glycoconjugate Synthesis: Serves as a precursor for creating glycoproteins, glycolipids, and other biologically active conjugates via "click chemistry" with the azido group.
  • Chemical Biology Probes: Employed in the development of activity-based probes and metabolic labeling tools to study glycosylation processes in living systems.
  • Carbohydrate Library Construction: A fundamental building block for combinatorial chemistry approaches to generate diverse libraries of carbohydrate mimetics for drug discovery.
  • Material Science: Potential use in the synthesis of functionalized polymers and smart materials with bioactive surfaces.

Basic Information

Product Name 1,2,3,4-Tetra-o-Acetyl-6-Azido-6-Deoxy-A-D-Glucopyranose
CAS No. 51642-43-4
Molecular Formula C14H19N3O9
Molecular Weight 373.32 g/mol
Synonyms 6-Azido-6-deoxy-1,2,3,4-tetra-O-acetyl-α-D-glucopyranose; 1,2,3,4-Tetra-O-acetyl-6-azido-6-deoxy-α-D-glucopyranose; α-D-Glucopyranose, 6-azido-6-deoxy-, 1,2,3,4-tetraacetate; 6-Azido-1,2,3,4-tetra-O-acetyl-α-D-glucopyranose; Tetraacetyl azido glucose; Ac4GlcN3 α-anomer; 6-Azido-6-deoxy tetraacetyl glucose
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Quality Control

Our 1,2,3,4-Tetra-o-Acetyl-6-Azido-6-Deoxy-A-D-Glucopyranose is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and MS, to ensure high chemical purity and correct stereochemical configuration. We provide comprehensive Certificates of Analysis (COA) with each shipment, detailing purity, identity, and impurity profiles to support your research and cGMP-compliant workflows.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. The compound is light-sensitive (store away from light) and should be handled under inert atmosphere when appropriate to prevent moisture uptake and decomposition.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Specific Rotation [α]²⁰D +100° to +110° (c=1 in CHCl₃)
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

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

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