Description

(2S,3R)-2-(Trimethylsilylamino)-3-(Trimethylsilyloxy)Butanoic Acid Trimethylsilyl Ester is a highly functionalized, multi-silylated chiral building block of significant value in advanced organic synthesis. Its core value proposition lies in providing a protected, reactive scaffold that enables the stereocontrolled construction of complex molecules, particularly amino acid derivatives and β-hydroxy-α-amino acid analogs. This compound is essential for research chemists and process development scientists in the pharmaceutical and fine chemical industries, where it serves as a key intermediate for the synthesis of active pharmaceutical ingredients (APIs), peptidomimetics, and novel bioactive compounds. The CAS number for this material is 7537-02-2.

Application

• Pharmaceutical Intermediate: A critical chiral synthon for the synthesis of complex β-hydroxy-α-amino acid structures found in various therapeutic agents, including protease inhibitors and antibiotics.
• Peptidomimetics & Peptide Chemistry: Used to introduce protected amino acid motifs with orthogonal silyl protecting groups (TMS), allowing for sequential deprotection and chain elongation in solid-phase and solution-phase peptide synthesis.
• Asymmetric Synthesis: Serves as a starting material or intermediate in catalytic asymmetric transformations to create enantiomerically pure compounds for medicinal chemistry and material science.
• Fine Chemical Production: Employed in the custom synthesis of high-value, specialty chemicals where precise stereochemistry and functional group manipulation are required.
• Academic & Industrial R&D: A valuable tool for methodological development in organic synthesis, exploring new C-C and C-N bond-forming reactions with stereochemical control.
• Protecting Group Strategy: The trimethylsilyl (TMS) groups on the amine, hydroxyl, and carboxylic acid functions provide a versatile protecting scheme that is stable under various conditions and can be selectively removed.

Basic Information

Product Name	(2S,3R)-2-(Trimethylsilylamino)-3-(Trimethylsilyloxy)Butanoic Acid Trimethylsilyl Ester
CAS No.	7537-02-2
Molecular Formula	C16H39NO3Si3
Molecular Weight	389.75 g/mol
Synonyms	L-Threonine, N-(trimethylsilyl)-, 3-(trimethylsilyl) ester, O-trimethylsilyl ether; (2S,3R)-2-[(Trimethylsilyl)amino]-3-[(trimethylsilyl)oxy]butanoic acid trimethylsilyl ester; N,O-Bis(trimethylsilyl)-L-threonine trimethylsilyl ester; TMS-Threonine(TMS)2; Fully silylated L-threonine; L-Threonine, N,3-bis(trimethylsilyl)-, trimethylsilyl ester; 7537-02-2
EINECS	Contact for details

Quality Control

Our (2S,3R)-2-(Trimethylsilylamino)-3-(Trimethylsilyloxy)Butanoic Acid Trimethylsilyl Ester is produced under strict quality management protocols to ensure batch-to-batch consistency and high purity, critical for sensitive synthetic applications. Each lot undergoes comprehensive analytical characterization, including chiral purity verification. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting key parameters such as assay, enantiomeric excess, and identity. We adhere to cGMP principles where applicable to support our clients in regulated development pipelines.

Storage

Preserve in a tightly closed container, protected from light. Due to its highly volatile nature and sensitivity to moisture, this material should be stored under an inert atmosphere (argon or nitrogen) in a cool, dry place. Recommended storage temperature is 2-8°C for long-term stability. Keep the container tightly sealed when not in use to prevent degradation from atmospheric humidity and to minimize evaporation losses.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Enantiomeric Purity (Chiral HPLC)	≥ 99.0% ee
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.