Description

(2S)-2-[[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Methyl]-5-Oxo-1-Pyrrolidinecarboxylate-1,1-Dimethylethyl Ester is a high-purity, protected pyrrolidinone derivative that serves as a critical chiral building block in advanced organic synthesis. Its value lies in providing a versatile, 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 therapeutic areas requiring sophisticated heterocyclic frameworks.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex drug candidates, particularly those targeting neurological and oncological diseases.
• Peptidomimetic Research: Used to introduce constrained proline-like structures into peptide backbones to enhance metabolic stability and biological activity.
• Asymmetric Catalysis Ligand Precursor: Serves as a starting material for the synthesis of novel chiral ligands used in asymmetric hydrogenation and C-C bond-forming reactions.
• Natural Product Synthesis: Employed in the total synthesis of complex natural products containing γ-lactam or pyrrolidine motifs.
• Process Chemistry Development: Utilized in route scouting and optimization for the scalable manufacturing of target molecules under GMP-like conditions.
• Protease Inhibitor Development: Acts as a core structure for designing inhibitors of specific enzymes like DPP-4 or prolyl oligopeptidase.

Basic Information

Product Name	(2S)-2-[[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Methyl]-5-Oxo-1-Pyrrolidinecarboxylate-1,1-Dimethylethyl Ester
CAS No.	81658-26-6
Molecular Formula	C17H33NO5Si
Molecular Weight	359.54 g/mol
Synonyms	tert-Butyl (2S)-2-[[(tert-butyldimethylsilyl)oxy]methyl]-5-oxopyrrolidine-1-carboxylate; (S)-1-Boc-5-oxo-2-pyrrolidinemethanol TBDMS ether; 1-(tert-Butoxycarbonyl)-5-oxo-(S)-prolinol tert-butyldimethylsilyl ether; (S)-1-Boc-2-(TBDMS-oxymethyl)-5-pyrrolidinone; (2S)-1-(tert-Butoxycarbonyl)-2-[[(tert-butyldimethylsilyl)oxy]methyl]-5-pyrrolidinone; (S)-N-Boc-2-(TBDMS-oxymethyl)-2-pyrrolidinone; TBDMS ether of (S)-1-Boc-5-oxo-2-pyrrolidinemethanol
EINECS	Contact for details

Quality Control

Our (2S)-2-[[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Methyl]-5-Oxo-1-Pyrrolidinecarboxylate-1,1-Dimethylethyl Ester is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including chiral purity verification, to ensure it meets the high standards required for pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles by HPLC, NMR, and optical rotation is provided with each 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 a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when possible to prevent degradation. Keep away from strong acids and incompatible organic solvents.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
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%
Residue on Ignition	≤ 0.1%
Specific Rotation	Contact for details

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