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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 |
| EINECS | Contact for details |
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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