Description

(2S)-2-[[tert-Butyldimethylsilyloxy]Methyl]-4-Oxo-1-Pyrrolidinecarboxylic Acid tert-Butyl Ester is a high-purity, protected pyrrolidine derivative serving as a critical chiral building block in advanced organic synthesis. Its value lies in providing a stereochemically defined scaffold for constructing complex molecules, particularly in pharmaceutical research and development. This compound is essential for medicinal chemists and process development scientists working on novel active pharmaceutical ingredients (APIs), especially in the areas of protease inhibitors and other nitrogen-containing heterocycles.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex drug candidates, particularly those targeting viral and neurological diseases.
• Protease Inhibitor Precursor: Used in the research and development of novel protease inhibitors, leveraging its protected amino acid-like structure.
• Asymmetric Synthesis Building Block: Employed in stereoselective reactions to introduce the (2S)-configured pyrrolidinone moiety into target molecules.
• Peptidomimetic Research: Serves as a constrained scaffold in the design and synthesis of peptidomimetics to improve metabolic stability and bioavailability.
• Chemical Biology Probe Development: Utilized in the creation of specialized molecular probes for studying enzyme function and biological pathways.
• Process Chemistry & Scale-Up: A validated intermediate for the kilogram-scale production of advanced pharmaceutical intermediates under GMP-like conditions.

Basic Information

Product Name	(2S)-2-[[tert-Butyldimethylsilyloxy]Methyl]-4-Oxo-1-Pyrrolidinecarboxylic Acid tert-Butyl Ester
CAS No.	220993-22-6
Molecular Formula	C16H31NO4Si
Molecular Weight	329.51 g/mol
Synonyms	1-Boc-4-oxo-(2S)-2-[(tert-butyldimethylsilyloxy)methyl]pyrrolidine; tert-Butyl (2S)-2-[[(tert-Butyldimethylsilyl)oxy]methyl]-4-oxo-1-pyrrolidinecarboxylate; (2S)-1-(tert-Butoxycarbonyl)-4-oxo-2-[[(tert-butyldimethylsilyl)oxy]methyl]pyrrolidine; (S)-1-Boc-4-oxo-2-((tert-butyldimethylsilyloxy)methyl)pyrrolidine; (S)-2-((tert-Butyldimethylsilyloxy)methyl)-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester; N-Boc-4-oxo-L-prolinol TBS ether; CAS 220993-22-6
EINECS	Contact for details

Quality Control

Our (2S)-2-[[tert-Butyldimethylsilyloxy]Methyl]-4-Oxo-1-Pyrrolidinecarboxylic Acid tert-Butyl Ester is produced under strict quality management systems to ensure batch-to-batch consistency and high purity, suitable for demanding research and development applications. Each lot undergoes comprehensive analytical characterization including HPLC, NMR, and chiral purity analysis. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to support your regulatory and quality documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions when possible. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral 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.