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1-O,2-o-Benzylidene-α-D-Glucofuranose Tribenzoate CAS NO 22154-75-2


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CAS No.:22154-75-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1-O,2-o-Benzylidene-α-D-Glucofuranose Tribenzoate is a key protected carbohydrate intermediate, specifically a fully benzoylated glucofuranose derivative with a benzylidene acetal group. This compound is essential for synthetic chemists as it provides multiple points for selective deprotection and functionalization, enabling the controlled synthesis of complex oligosaccharides and nucleoside analogs. It is primarily utilized in advanced pharmaceutical research and development, particularly in the synthesis of antiviral agents, carbohydrate-based vaccines, and other bioactive molecules where precise stereochemistry is critical.

Application

  • Pharmaceutical Intermediate: A crucial building block in the multi-step synthesis of nucleoside analogs and antiviral prodrugs.
  • Carbohydrate Chemistry: Serves as a protected precursor for the controlled assembly of oligosaccharides and glycoconjugates.
  • Glycosylation Reactions: Used as a glycosyl donor or acceptor in stereoselective glycosylation protocols to construct specific glycosidic linkages.
  • Chemical Biology Research: Employed in the development of carbohydrate-based probes, inhibitors, and tools for studying biological processes.
  • Process Development: Used in scaling up routes to complex active pharmaceutical ingredients (APIs) requiring carbohydrate motifs.
  • Academic & Industrial R&D: A valuable reagent for methodological development in synthetic organic and medicinal chemistry laboratories.

Basic Information

Product Name 1-O,2-o-Benzylidene-α-D-Glucofuranose Tribenzoate
CAS No. 22154-75-2
Molecular Formula C34H28O9
Molecular Weight 580.58 g/mol
Synonyms 1,2-O-(1-Phenylethylidene)-α-D-glucofuranose 3,5,6-tribenzoate; α-D-Glucofuranose, 1,2-O-(phenylmethylene)-, 3,5,6-tribenzoate; Tribenzoyl-1,2-O-benzylidene-α-D-glucofuranose; 1,2-O-Benzylidene-α-D-glucofuranose 3,5,6-tribenzoate; Benzylidene-protected glucofuranose tribenzoate
EINECS Contact for details

Quality Control

Our 1-O,2-o-Benzylidene-α-D-Glucofuranose Tribenzoate is produced under strict quality management systems to ensure batch-to-batch consistency and high purity for research and development applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. While typically supplied as a high-purity research-grade material, specifications can be aligned with customer requirements for advanced synthetic applications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The compound is light-sensitive and should be handled under appropriate conditions to maintain stability.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Melting Point Contact for details
Specific Rotation Contact for details
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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