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1-O,2-O,3-O,4-o-Tetrakis(Trimethylsilyl)-D-Galactopyranose [Phosphoric Acid Bis(Trimethylsilyl)] Ester CAS NO 69744-66-7


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CAS No.:69744-66-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1-O,2-O,3-O,4-o-Tetrakis(Trimethylsilyl)-D-Galactopyranose [Phosphoric Acid Bis(Trimethylsilyl)] Ester is a highly functionalized, fully protected derivative of D-galactose, featuring trimethylsilyl (TMS) groups on all hydroxyls and a bis(trimethylsilyl) phosphate moiety. This compound matters as a critical, advanced synthetic intermediate, offering exceptional reactivity control and solubility in non-polar media for complex carbohydrate and nucleotide chemistry. It is primarily needed by research chemists and process development teams in the pharmaceutical, biotechnology, and fine chemical sectors for the synthesis of glycosylated compounds, prodrugs, and specialized nucleotide analogs.

Application

  • Advanced Carbohydrate Synthesis: Serves as a key, fully protected building block for the stereoselective construction of complex oligosaccharides and glycoconjugates.
  • Nucleotide & Prodrug Development: Used in the synthesis of nucleotide analogs and phosphate prodrugs, where the TMS-protected phosphate ester acts as a precursor for controlled phosphorylation.
  • Glycobiology Research: Enables the study of glycosylation pathways and the preparation of labeled or modified galactose derivatives for biochemical assays.
  • Pharmaceutical Intermediates: A high-value intermediate in the multi-step synthesis of active pharmaceutical ingredients (APIs) targeting infectious diseases, cancer, and metabolic disorders.
  • Chemical Derivatization for Analysis: Employed to derivatize sensitive carbohydrates for Gas Chromatography-Mass Spectrometry (GC-MS) analysis, enhancing volatility and detection.
  • Material Science Precursor: Potential use as a monomer or cross-linker in the development of specialized polymeric materials with carbohydrate backbones.

Basic Information

Product Name 1-O,2-O,3-O,4-o-Tetrakis(Trimethylsilyl)-D-Galactopyranose [Phosphoric Acid Bis(Trimethylsilyl)] Ester
CAS No. 69744-66-7
Molecular Formula C22H55O9PSi6
Molecular Weight 663.19 g/mol
Synonyms D-Galactopyranose, 1-O,2-O,3-O,4-o-tetrakis-O-(trimethylsilyl)-, [phosphoric acid bis(trimethylsilyl)] ester; Per-O-trimethylsilyl D-galactopyranose phosphate (bis-TMS ester); Galactose-1-phosphate, per-O-TMS derivative; Hexopyranose, per-O-trimethylsilylated phosphate ester; TMS-Galactose phosphate; Fully silylated galactopyranosyl phosphate; Bis(trimethylsilyl) [(2R,3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-[(trimethylsilyloxy)methyl]oxan-2-yl] phosphate
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Quality Control

Our production of 1-O,2-O,3-O,4-o-Tetrakis(Trimethylsilyl)-D-Galactopyranose [Phosphoric Acid Bis(Trimethylsilyl)] Ester adheres to stringent quality protocols suitable for research and process development. Each batch undergoes comprehensive analytical characterization to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing results from NMR (1H, 13C, 31P), HPLC, and GC are provided to guarantee the material meets your specific research or synthesis requirements.

Storage

Preserve in a tightly closed container, protected from light. Due to its hygroscopic and highly volatile nature, store under an inert atmosphere (argon or nitrogen) in a cool, dry place. For extended stability, storage at 2-8°C is recommended. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture ingress and condensation.

Specification

Item Specification
Appearance Colorless to pale yellow viscous liquid or solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95% (Area %)
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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