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2,3,4,6-Tetra-o-Benzyl-1-C-Dichloromethyl-D-Glucopyranose CAS NO 140658-50-0


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CAS No.:140658-50-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2,3,4,6-Tetra-o-Benzyl-1-C-Dichloromethyl-D-Glucopyranose is a key protected carbohydrate intermediate, specifically a benzylated glycosyl donor with a reactive dichloromethyl group at the anomeric center. This compound is critical for the stereoselective synthesis of complex oligosaccharides and C-glycosides, offering precise control over glycosidic bond formation. It is an essential building block for pharmaceutical R&D, particularly in the development of antiviral agents, enzyme inhibitors, and other bioactive glycoconjugates.

Application

  • Pharmaceutical Intermediate: A crucial precursor in the synthesis of novel antiviral and antibacterial drugs, especially nucleoside analogs.
  • C-Glycoside Synthesis: Serves as a key electrophile for the construction of stable C-glycosidic linkages, which are resistant to enzymatic hydrolysis.
  • Oligosaccharide & Glycoconjugate Assembly: Used in block synthesis strategies to build complex carbohydrate chains for biological studies and drug discovery.
  • Glycochemistry Research: Employed in academic and industrial laboratories for developing new glycosylation methodologies and protecting group strategies.
  • Precursor to Other Protected Sugars: Can be further functionalized to generate a library of specialized monosaccharide donors for combinatorial chemistry.

Basic Information

Product Name 2,3,4,6-Tetra-o-Benzyl-1-C-Dichloromethyl-D-Glucopyranose
CAS No. 140658-50-0
Molecular Formula C35H36Cl2O5
Molecular Weight 607.56 g/mol
Synonyms 1-C-(Dichloromethyl)-2,3,4,6-tetra-O-benzyl-D-glucopyranose; 2,3,4,6-Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose; 1-C-Dichloromethyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose; Tetra-O-benzyl-1-C-dichloromethyl-D-glucopyranose; D-Glucopyranose, 1-C-(dichloromethyl)-2,3,4,6-tetra-O-benzyl-; 1-C-Dichloromethyl-2,3,4,6-tetra-O-benzyl-alpha/β-D-glucopyranose
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Quality Control

Our 2,3,4,6-Tetra-o-Benzyl-1-C-Dichloromethyl-D-Glucopyranose is manufactured under strict quality systems to ensure batch-to-batch consistency for critical synthetic applications. Each lot is characterized by advanced analytical techniques including NMR (¹H & ¹³C) and HPLC to confirm identity, isomeric purity, and chemical purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every 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 material is light-sensitive (store away from light). For long-term storage, consider storage under an inert atmosphere such as argon or nitrogen to maintain optimal stability.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0% (Area %)
α/β Isomer Ratio (by NMR) Reported on COA
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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