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4-Azido-2,3,6-Tri-o-Benzyl-4-Deoxy-β-D-Glucopyranosyl Fluoride CAS NO 88970-45-0


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CAS No.:88970-45-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

4-Azido-2,3,6-Tri-o-Benzyl-4-Deoxy-β-D-Glucopyranosyl Fluoride is a sophisticated glycosyl fluoride donor, a key intermediate in the synthesis of complex oligosaccharides and glycoconjugates. Its value lies in its unique reactivity profile, where the azido group serves as a versatile precursor for further chemical transformations, and the fluoride acts as a stable yet activatable anomeric leaving group under mild conditions. This compound is essential for researchers and process chemists in pharmaceutical development, particularly for creating novel carbohydrate-based drugs, vaccines, and diagnostic tools.

Application

  • Glycosylation Reactions: As a critical glycosyl donor for the stereoselective construction of 1,2-cis-β-glycosidic linkages in oligosaccharide synthesis.
  • Pharmaceutical Intermediate: Serves as a key building block in the research and development of novel antibiotics, antiviral agents, and anticancer therapeutics.
  • Glycoconjugate Synthesis: Used in the preparation of glycopeptides, glycolipids, and other biologically active conjugates for immunological studies.
  • Chemical Biology Probes: Enables the synthesis of activity-based probes and metabolic labeling agents to study carbohydrate-processing enzymes.
  • Material Science: Potential applications in creating functionalized surfaces and smart polymeric materials with specific carbohydrate motifs.
  • Academic & Industrial R&D: A vital reagent for synthetic organic chemists exploring new methodologies in carbohydrate chemistry.

Basic Information

Product Name 4-Azido-2,3,6-Tri-o-Benzyl-4-Deoxy-β-D-Glucopyranosyl Fluoride
CAS No. 88970-45-0
Molecular Formula C27H28FN3O4
Molecular Weight 477.53 g/mol
Synonyms 2,3,6-Tri-O-benzyl-4-azido-4-deoxy-β-D-glucopyranosyl fluoride; 4-Azido-4-deoxy-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride; β-D-Glucopyranosyl fluoride, 4-azido-4-deoxy-2,3,6-tris-O-(phenylmethyl)-; 4-Deoxy-4-azido-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride; Tri-O-benzyl-4-azido-4-deoxyglucosyl fluoride; Glycosyl fluoride donor, 4-azido-tri-O-benzyl; 88970-45-0
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Quality Control

Our 4-Azido-2,3,6-Tri-o-Benzyl-4-Deoxy-β-D-Glucopyranosyl Fluoride is manufactured under strict quality control protocols to ensure high purity and batch-to-batch consistency, suitable for sensitive research and development applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We adhere to cGMP principles where applicable, and our quality management system is designed to meet the stringent requirements of pharmaceutical and fine chemical industries.

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 compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when opening the container for extended periods to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
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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