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6-o-(Tert.-Butyldimethylsilyl)-1,2,3,4-Tetra-o-Acetyl-β-D-Glucopyranose CAS NO 53929-02-5


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CAS No.:53929-02-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

6-o-(Tert.-Butyldimethylsilyl)-1,2,3,4-Tetra-o-Acetyl-β-D-Glucopyranose CAS NO 53929-02-5 is a key protected carbohydrate intermediate, specifically a silyl-protected and peracetylated derivative of D-glucose. This compound is critically important for its role in regioselective synthesis, allowing chemists to perform complex transformations on specific hydroxyl groups of the sugar scaffold. It is primarily needed by research institutions and pharmaceutical companies engaged in the development of nucleoside analogs, complex oligosaccharides, and glycoconjugates for therapeutic and diagnostic applications.

Application

  • Pharmaceutical Intermediate: A crucial building block in the synthesis of nucleoside-based antiviral and anticancer drugs.
  • Glycochemistry Research: Used for the controlled, stepwise construction of complex oligosaccharides and glycoconjugates.
  • Prodrug Development: Serves as a protected precursor for creating glycosylated prodrugs to enhance drug solubility and targeting.
  • Chemical Biology Probes: Employed in the synthesis of labeled sugar derivatives for studying carbohydrate-protein interactions and metabolic pathways.
  • Carbohydrate Library Synthesis: A valuable starting material for generating diverse arrays of modified sugars for drug discovery screening.

Basic Information

Item Details
Product Name 6-o-(Tert.-Butyldimethylsilyl)-1,2,3,4-Tetra-o-Acetyl-β-D-Glucopyranose
CAS No. 53929-02-5
Molecular Formula C₂₂H₄₀O₁₀Si
Molecular Weight 504.64 g/mol
Synonyms 1,2,3,4-Tetra-O-acetyl-6-O-[(1,1-dimethylethyl)dimethylsilyl]-β-D-glucopyranose; 6-O-TBDMS-1,2,3,4-tetra-O-acetyl-β-D-glucopyranose; 6-O-(tert-Butyldimethylsilyl)-1,2,3,4-tetra-O-acetyl-β-D-glucopyranose; β-D-Glucopyranose, 6-O-[(1,1-dimethylethyl)dimethylsilyl]-, 1,2,3,4-tetraacetate; TBDMS-protected tetraacetyl glucose; Tetraacetyl-6-O-TBDMS-β-D-glucose
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Quality Control

Our 6-o-(Tert.-Butyldimethylsilyl)-1,2,3,4-Tetra-o-Acetyl-β-D-Glucopyranose is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure it meets the high standards required for synthetic chemistry applications. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided for 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 product is hygroscopic (moisture-sensitive); ensure the container is sealed under an inert atmosphere after each use to prevent degradation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Specific Rotation [α]²⁰D -15° to -20° (c=1 in CHCl₃)
Water Content (KF) ≤ 0.5%
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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