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(2S,4S)-1-tert-Butyl 2-Methyl 4-((tert-Butyldimethylsilyl)Oxy)-5-Oxopyrrolidine-1,2-Dicarboxylate CAS NO 367966-67-4


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CAS No.:367966-67-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,4S)-1-tert-Butyl 2-Methyl 4-((tert-Butyldimethylsilyl)Oxy)-5-Oxopyrrolidine-1,2-Dicarboxylate is a high-purity, stereochemically defined chiral building block and advanced pharmaceutical intermediate. This compound is critical for the synthesis of complex molecules, particularly in the development of protease inhibitors and other bioactive compounds where precise stereochemistry is essential. It is primarily utilized by pharmaceutical R&D organizations and fine chemical manufacturers for constructing key pyrrolidine-based scaffolds.

Application

  • Key Intermediate in Pharmaceutical Synthesis: Serves as a crucial chiral precursor in the multi-step synthesis of active pharmaceutical ingredients (APIs), particularly for antiviral and anticancer agents.
  • Protease Inhibitor Development: Used in the research and production of protease inhibitor drugs, where the (2S,4S) stereochemistry is vital for biological activity.
  • Asymmetric Synthesis Building Block: Employed in medicinal chemistry for constructing complex, stereochemically rich molecular architectures in drug discovery programs.
  • Peptidomimetic Research: Acts as a constrained scaffold in the design and synthesis of peptidomimetics, which mimic peptides but with enhanced metabolic stability.
  • Process Chemistry & Scale-up: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for process development and commercial-scale GMP manufacturing.
  • Academic & Industrial R&D: Used in research laboratories for developing new synthetic methodologies and exploring novel therapeutic pathways.

Basic Information

Item Details
Product Name (2S,4S)-1-tert-Butyl 2-Methyl 4-((tert-Butyldimethylsilyl)Oxy)-5-Oxopyrrolidine-1,2-Dicarboxylate
CAS No. 367966-67-4
Molecular Formula C17H31NO6Si
Molecular Weight 373.52 g/mol
Synonyms (2S,4S)-1-Boc-2-Methyl 4-(TBDMSO)-5-oxopyrrolidine-1,2-dicarboxylate; 1-(tert-Butoxycarbonyl)-2-(methoxycarbonyl)-4-[(tert-butyldimethylsilyl)oxy]-5-oxo-(2S,4S)-pyrrolidine; (2S,4S)-4-(tert-Butyldimethylsilyloxy)-1-(tert-butoxycarbonyl)-2-(methoxycarbonyl)-5-pyrrolidinone; Boc-4(TBDMSO)-5-oxo-(2S,4S)-proline methyl ester; TBDMS-protected 4-hydroxy-5-oxo-(2S,4S)-proline derivative; Chiral N-Boc pyrrolidinone derivative; (2S,4S)-1-Boc-4-(OTBDMS)-5-oxopyrrolidine-2-carboxylic acid methyl ester
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Quality Control

Our production of this advanced intermediate adheres to strict quality management systems. Every batch is characterized and tested using advanced analytical techniques including HPLC, GC, NMR, and chiral analysis to ensure high chemical and chiral purity. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with each shipment. We support development from non-GMP research quantities through to cGMP-grade material for clinical and commercial manufacturing.

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 anhydrous conditions to maintain stability and purity. For long-term storage, consider using desiccants or 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
Assay (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% de
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 10 ppm

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

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Each batch undergoes strict QC, accompanied by COA, MSDS, and full compliance with international standards.

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