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2-((2R,3R,4R,5R,6R)-3,4,5-Tris(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-2-Yl)Acetamide CAS NO 2077170-13-7


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CAS No.:2077170-13-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-((2R,3R,4R,5R,6R)-3,4,5-Tris(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-2-Yl)Acetamide is a sophisticated, stereochemically defined carbohydrate derivative that serves as a critical intermediate in advanced organic synthesis. This compound is essential for researchers and manufacturers requiring high-purity, protected glycosyl building blocks for the development of complex molecules. It is primarily utilized in pharmaceutical R&D for the synthesis of novel glycoconjugates, glycomimetics, and other bioactive compounds where precise stereochemistry is paramount.

Application

  • Pharmaceutical Intermediate: A key protected synthon for the synthesis of complex carbohydrate-based active pharmaceutical ingredients (APIs) and glycoconjugate vaccines.
  • Glycochemistry Research: Serves as a versatile building block in academic and industrial laboratories for constructing oligosaccharides and glycomimetics with defined stereochemistry.
  • Process Chemistry: Used in the scale-up and optimization of synthetic routes for glycosylated compounds, benefiting from its benzyl-protected hydroxyl groups.
  • Bioconjugation: Acts as a precursor for creating linkers and functionalized sugars used in antibody-drug conjugates (ADCs) and other targeted therapies.
  • Chemical Biology Probes: Utilized in the development of labeled carbohydrate probes for studying glycosylation processes and carbohydrate-protein interactions.
  • Custom Synthesis: A starting material for contract research and manufacturing organizations (CROs/CMOs) producing bespoke carbohydrate derivatives for client projects.

Basic Information

Product Name 2-((2R,3R,4R,5R,6R)-3,4,5-Tris(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-2-Yl)Acetamide
CAS No. 2077170-13-7
Molecular Formula C36H39NO6
Molecular Weight 581.70 g/mol
Synonyms 1,2,3,4-Tetra-O-benzyl-6-acetamido-6-deoxy-D-glucopyranose; 6-Acetamido-1,2,3,4-tetra-O-benzyl-6-deoxy-D-glucopyranose; 6-Deoxy-6-acetamido-1,2,3,4-tetra-O-benzyl-D-glucopyranose; Tetra-O-benzyl-N-acetyl-D-glucosamine; (2R,3R,4R,5R,6R)-2-(Acetylamino)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran; Protected N-Acetylglucosamine Derivative; GlcNAc(Bn)4; Benzyl-protected GlcNAc derivative
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Quality Control

Our production of this advanced intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency and high purity suitable for sensitive pharmaceutical applications. Identity and purity are confirmed through a suite of analytical techniques including HPLC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, 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 moisture-sensitive; the container should be kept tightly sealed in a dry environment to prevent degradation.

Specification

Item Specification
Appearance White to off-white solid
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH Q3C guidelines

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

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