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tert-Butyl (3S)-3-[4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazol-1-Yl]Pyrrolidine-1-Carboxylate CAS NO 1175273-55-8
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CAS No.:1175273-55-8
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
tert-Butyl (3S)-3-[4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazol-1-Yl]Pyrrolidine-1-Carboxylate is a high-purity, advanced pharmaceutical intermediate featuring a chiral pyrrolidine scaffold and a protected boronic ester functional group. This compound is specifically engineered for use in sophisticated cross-coupling reactions, such as the Suzuki-Miyaura reaction, which are critical for constructing complex molecular architectures. It is an essential building block for medicinal chemists and process development teams in the pharmaceutical and biotechnology industries, enabling the efficient synthesis of novel active pharmaceutical ingredients (APIs) and drug candidates.
Application
- Pharmaceutical Intermediate: A key chiral building block in the research and development of new therapeutic agents, particularly for central nervous system (CNS) and oncology targets.
- Suzuki-Miyaura Cross-Coupling Reactions: The tetramethyl-1,3,2-dioxaborolane (pinacol boronate ester) group serves as a stable, protected handle for palladium-catalyzed carbon-carbon bond formation with aryl/heteroaryl halides.
- Medicinal Chemistry & Drug Discovery: Used in lead optimization and library synthesis to explore structure-activity relationships (SAR) due to its defined stereochemistry and versatile reactivity.
- Process Chemistry & Scale-up: Employed in the development of robust, scalable synthetic routes for candidate drugs during clinical trial material manufacturing.
- Bioconjugation & Probe Development: Potential use in creating labeled compounds or bioconjugates for diagnostic and biochemical research applications.
- Agrochemical Research: Serves as a sophisticated intermediate in the synthesis of novel, high-performance crop protection agents with complex stereocenters.
Basic Information
| Item | Details |
|---|---|
| Product Name | tert-Butyl (3S)-3-[4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazol-1-Yl]Pyrrolidine-1-Carboxylate |
| CAS No. | 1175273-55-8 |
| Molecular Formula | C18H32BN3O4 |
| Molecular Weight | 365.28 g/mol |
| Synonyms | 1-Boc-3-[(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)]-(3S)-pyrrolidine; (3S)-1-(tert-Butoxycarbonyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyrrolidine; tert-Butyl (3S)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyrrolidine-1-carboxylate; 1-Boc-3-(4-Pinacolboryl-1-pyrazolyl)-(S)-pyrrolidine; (S)-tert-Butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)pyrrolidine-1-carboxylate; BOC-(S)-3-(4-Pinacolboron)pyrazolyl-pyrrolidine |
| EINECS | Contact for details |
Quality Control
Every batch of tert-Butyl (3S)-3-[4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazol-1-Yl]Pyrrolidine-1-Carboxylate is manufactured under strict quality management systems. Our products undergo rigorous analytical testing to ensure compliance with the highest standards for pharmaceutical intermediates, including identity, purity, and chiral integrity. A comprehensive Certificate of Analysis (COA) detailing purity (typically >97% by HPLC), enantiomeric excess (ee), and impurity profiles is provided with each shipment to support your regulatory and R&D documentation.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This material is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when appropriate to maintain stability and prevent degradation. Keep container tightly sealed when not in use.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Enantiomeric Purity (Chiral HPLC) | ≥ 99.0% ee |
| 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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