Description

β,β-Bis(Trimethylsilyl)-α-Oxobenzenepropionic Acid is a specialized organosilicon-protected keto acid derivative, serving as a critical building block in advanced organic synthesis. Its value lies in the dual trimethylsilyl (TMS) groups, which provide exceptional steric protection and reactivity control for the adjacent carbonyl and carboxylic acid functionalities. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries, particularly for the synthesis of complex molecules, peptide mimetics, and novel materials where precise functional group manipulation is required.

Application

• Pharmaceutical Intermediate: Key precursor in the synthesis of active pharmaceutical ingredients (APIs), especially for compounds requiring protected keto-acid motifs.
• Peptidomimetics & Drug Discovery: Used to introduce sterically hindered, silicon-containing amino acid analogs into peptide chains to enhance metabolic stability and bioavailability.
• Organometallic & Catalysis Research: Serves as a ligand precursor or a substrate in reactions involving silicon-transition metal chemistry.
• Advanced Material Synthesis: Building block for creating silicon-functionalized polymers or dendritic structures with unique thermal and electronic properties.
• Asymmetric Synthesis: Employed in stereoselective reactions where the bulky TMS groups direct the approach of reagents, enabling high enantiomeric excess.
• Protecting Group Strategy: The TMS groups can be selectively removed under mild conditions, making this compound valuable for multi-step synthetic sequences.

Basic Information

Product Name	β,β-Bis(Trimethylsilyl)-α-Oxobenzenepropionic Acid
CAS No.	69782-88-3
Molecular Formula	C15H24O3Si2
Molecular Weight	308.52 g/mol
Synonyms	2-Oxo-3,3-bis(trimethylsilyl)-3-phenylpropanoic Acid; 3,3-Bis(trimethylsilyl)-2-oxo-3-phenylpropanoic Acid; β,β-Bis(trimethylsilyl)benzoylacetic Acid; 2-Oxo-2-phenyl-1,1-bis(trimethylsilyl)ethanecarboxylic Acid; (Trimethylsilyl)phenylpyruvic Acid Derivative; TMS-Protected Benzoylacetic Acid; NSC 339063; BTOPA
EINECS	Contact for details

Quality Control

Our β,β-Bis(Trimethylsilyl)-α-Oxobenzenepropionic Acid is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and IR spectroscopy, to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available upon request 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 place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed after opening to minimize exposure to atmospheric moisture. For long-term storage, consider using desiccants or an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Melting Point	Contact for details
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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