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6-o-(tert-Butyldiphenylsilyl)-D-Glucal CAS NO 87316-22-1


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CAS No.:87316-22-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

6-O-(tert-Butyldiphenylsilyl)-D-Glucal is a protected carbohydrate derivative, specifically a silyl ether of D-glucal, widely used as a versatile chiral building block in organic synthesis. Its primary value lies in its role as a key intermediate for the stereoselective synthesis of complex glycosides, nucleosides, and other biologically active molecules. This high-purity intermediate is essential for research and development in the pharmaceutical, agrochemical, and fine chemical industries, where precise control over stereochemistry is critical.

Application

  • Pharmaceutical Intermediate: A crucial chiral synthon for the development of antiviral, anticancer, and antibiotic drugs, particularly in nucleoside and carbohydrate-based therapeutics.
  • Glycosylation Reactions: Serves as a glycosyl donor in the synthesis of complex oligosaccharides and glycoconjugates for biochemical research and drug discovery.
  • Agrochemical Synthesis: Used in the production of advanced, stereochemically defined active ingredients for crop protection.
  • Fine Chemical Manufacturing: Employed as a building block for chiral ligands, catalysts, and specialty materials requiring specific sugar scaffolds.
  • Academic & Industrial R&D: A standard reagent in laboratories for methodological development in synthetic organic chemistry and carbohydrate chemistry.

Basic Information

Item Details
Product Name 6-O-(tert-Butyldiphenylsilyl)-D-Glucal
CAS No. 87316-22-1
Molecular Formula C22H28O5Si
Molecular Weight 400.55 g/mol
Synonyms 6-O-TBDPS-D-glucal; (3aR,5R,6S,6aR)-5-[(tert-Butyldiphenylsilyl)oxy]-2-methylidene-6-(hydroxymethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole; 6-O-(tert-Butyldiphenylsilyl)-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol; TBDPS-D-glucal; 1,5-Anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)diphenylsilyl]-D-arabino-hex-1-enitol
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Quality Control

Our 6-O-(tert-Butyldiphenylsilyl)-D-Glucal is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure compliance with high-purity standards suitable for advanced synthetic applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles 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). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed in a desiccated environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
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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