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(2S,3S,4S,5S,6R)-2-(2-Azidoethoxy)-4-Hydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,5-Diyl Dibenzoate CAS NO 872100-81-7


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CAS No.:872100-81-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,3S,4S,5S,6R)-2-(2-Azidoethoxy)-4-Hydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,5-Diyl Dibenzoate is a sophisticated, high-purity synthetic intermediate featuring a protected glycosyl structure with a reactive azido handle. This compound is critical for researchers and manufacturers requiring precise stereochemistry and functional group compatibility in complex organic syntheses. It is primarily utilized in the development of novel pharmaceuticals, advanced glycoconjugates, and bioactive probes, serving the needs of the life sciences, medicinal chemistry, and biotechnology sectors.

Application

  • Pharmaceutical Intermediate: A key building block in the synthesis of complex carbohydrate-based drugs, nucleoside analogs, and antiviral/antibiotic agents.
  • Glycoconjugate Synthesis: Used in the preparation of glycopeptides, glycolipids, and other biologically active conjugates for vaccine development and targeted therapies.
  • Chemical Biology & Probe Development: The azido group enables efficient "click chemistry" (e.g., CuAAC) for bioconjugation, labeling biomolecules, and creating activity-based probes.
  • Carbohydrate Chemistry Research: Serves as a protected glycosyl donor or acceptor in stereoselective glycosylation reactions for oligosaccharide assembly.
  • Material Science: Potential use in creating functionalized polymers or surfaces with bioactive carbohydrate motifs.

Basic Information

Product Name (2S,3S,4S,5S,6R)-2-(2-Azidoethoxy)-4-Hydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,5-Diyl Dibenzoate
CAS No. 872100-81-7
Molecular Formula C22H21N3O8
Molecular Weight 455.42 g/mol
Synonyms 1,2,3,4,6-Penta-O-acetyl-β-D-glucopyranose azidoethyl derivative; 2-Azidoethyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside (incorrect but common alias); Benzoylated glucopyranoside azidoethyl ether; Azidoethyl tetra-O-benzoyl-β-D-glucopyranoside; Protected β-D-Glucose azidoethyl glycoside; Glycosyl donor with azido spacer; CAS 872100-81-7
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Quality Control

Our production of this advanced intermediate adheres to strict quality protocols to ensure batch-to-batch consistency and high chemical purity, suitable for research and cGMP manufacturing. Identity and purity are confirmed via multiple orthogonal analytical techniques including HPLC, NMR, and MS. A comprehensive Certificate of Analysis (COA) detailing purity, assay, and impurity profiles is provided with each shipment.

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 light-sensitive (store away from light). For long-term storage, consider storing under an inert atmosphere at lower temperatures (-20°C) to maintain optimal stability.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Assay ≥ 95.0%
Water Content (KF) ≤ 0.5%
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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