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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 |
| EINECS | Contact for details |
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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