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1-O,2-O,3-O,4-O,6-o-Pentakis(Trimethylsilyl)-β-D-Glucopyranose CAS NO 2775-90-8


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CAS No.:2775-90-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1-O,2-O,3-O,4-O,6-o-Pentakis(Trimethylsilyl)-β-D-Glucopyranose is a fully protected derivative of D-glucose, where all hydroxyl groups are silylated with trimethylsilyl (TMS) groups. This chemical modification is critical for providing exceptional stability and solubility in non-polar organic solvents, making it a vital intermediate in complex synthetic pathways. It is primarily required by research chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries for the synthesis of complex carbohydrates, nucleosides, and other sensitive bioactive molecules.

Application

  • Key Intermediate in Carbohydrate Chemistry: Serves as a protected glucose building block for the stereoselective synthesis of oligosaccharides, glycoconjugates, and glycomimetics.
  • Pharmaceutical Synthesis: Used in the research and development of glycosylated drugs, prodrugs, and diagnostic agents where selective deprotection is required.
  • Agrochemical Research: Employed in the synthesis of novel sugar-based pesticides, herbicides, and plant growth regulators.
  • Material Science: Acts as a precursor for creating specialized surfactants, polymers, or surface-modifying agents with specific hydrophilic/lipophilic balance.
  • Analytical Standard: Used as a high-purity reference standard in chromatographic analysis (GC, HPLC) for method development and quality control of related compounds.
  • Process Chemistry: Facilitates large-scale synthesis where the stability of the TMS-protected intermediate is advantageous for purification and handling.

Basic Information

Product Name 1-O,2-O,3-O,4-O,6-o-Pentakis(Trimethylsilyl)-β-D-Glucopyranose
CAS No. 2775-90-8
Molecular Formula C21H52O6Si5
Molecular Weight 545.04 g/mol
Synonyms Pentakis-O-(trimethylsilyl)-β-D-glucopyranose; β-D-Glucopyranose, 1,2,3,4,6-pentakis-O-(trimethylsilyl)-; 1,2,3,4,6-Penta-O-trimethylsilyl-β-D-glucopyranose; TMS-Glucose (fully protected); Glucose pentatrimethylsilyl ether; β-D-Glucose pentakis(trimethylsilyl) ether; 2775-90-8; Per-O-trimethylsilyl-β-D-glucose
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Quality Control

Our production of 1-O,2-O,3-O,4-O,6-o-Pentakis(Trimethylsilyl)-β-D-Glucopyranose adheres to stringent internal quality standards to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized using advanced analytical techniques including NMR, HPLC, and GC to confirm identity and purity. A comprehensive Certificate of Analysis (COA) detailing all test results is provided with every shipment to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed after opening to prevent moisture absorption, which can lead to decomposition. For long-term storage, consider using desiccants or an inert atmosphere.

Specification

Item Specification
Appearance Colorless to pale yellow viscous liquid or solid
Identification (IR) Conforms to structure
Assay (HPLC/GC) ≥ 95.0%
Purity (NMR) Conforms
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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