Description

(S)-3-[[Bis(Trimethylsiloxy)Phosphinyl]Oxy]-2-(Trimethylsiloxy)Propanoic Acid Trimethylsilyl Ester is a highly specialized organosilicon-protected intermediate of significant value in advanced synthetic chemistry. Its primary importance lies in its role as a protected form of glyceric acid phosphate, enabling precise stereoselective synthesis. This compound is essential for research and development chemists in the pharmaceutical and fine chemical industries, particularly for the synthesis of complex bioactive molecules, phospholipids, and chiral building blocks where control over stereochemistry is critical.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of phospholipid-based drugs, prodrugs, and nucleotide analogs.
• Biochemical Research: Used in the preparation of isotopically labeled (e.g., 13C, 2H) glycerophospholipids for metabolic and tracer studies.
• Asymmetric Synthesis: Serves as a versatile chiral building block for constructing complex natural products and active pharmaceutical ingredients (APIs) with defined stereocenters.
• Lipid Chemistry: Crucial for the laboratory-scale synthesis of specific phosphatidic acids, lysophospholipids, and other membrane lipid analogs.
• Protecting Group Strategy: The trimethylsilyl (TMS) groups provide orthogonal protection for sensitive hydroxyl and phosphate functionalities during multi-step syntheses.
• Material Science Precursor: Potential use in developing novel silicon-containing polymers or surface-modifying agents.

Basic Information

Product Name	(S)-3-[[Bis(Trimethylsiloxy)Phosphinyl]Oxy]-2-(Trimethylsiloxy)Propanoic Acid Trimethylsilyl Ester
CAS No.	55622-45-2
Molecular Formula	C15H39O8PSi4
Molecular Weight	490.78 g/mol
Synonyms	(S)-2,3-Bis-O-(trimethylsilyl)-sn-glycerol-1-(dimethyl phosphate) trimethylsilyl ester; (S)-2,3-Bis(trimethylsiloxy)propyl dimethyl phosphate trimethylsilyl ester; (S)-1,2,3-Tris-O-trimethylsilyl-sn-glycerol dimethylphosphonate; Glyceric acid phosphate, tris(trimethylsilyl) ester, (S)-; Tris(trimethylsilyl) (S)-glycerate phosphate; sn-Glycerol-1-phosphate, 2,3-bis(trimethylsilyl) ether, trimethylsilyl ester
EINECS	Contact for details

Quality Control

Our production of this high-value intermediate adheres to strict quality protocols to ensure batch-to-batch consistency and purity for sensitive synthetic applications. Quality is verified through comprehensive analytical techniques including HPLC, GC, NMR, and chiral analysis to confirm chemical identity, enantiomeric excess, and impurity profiles. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting all critical specifications.

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 under an inert atmosphere (argon or nitrogen) after opening to prevent hydrolysis and degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	Colorless to pale yellow clear liquid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC/GC)	≥ 95.0%
Enantiomeric Excess (Chiral HPLC)	≥ 98.0%
Water Content (KF)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.