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(S)-tert-Butyl 2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyrrolidine-1-Carboxylate CAS NO 149682-82-6


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CAS No.:149682-82-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-tert-Butyl 2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyrrolidine-1-Carboxylate is a high-purity, chiral boronic ester building block essential for modern synthetic chemistry. Its primary value lies in enabling the precise construction of complex molecules through cross-coupling reactions like the Suzuki-Miyaura reaction. This compound is critically needed by research and development teams in the pharmaceutical, agrochemical, and advanced materials sectors for the synthesis of novel active ingredients and functional molecules.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for constructing active pharmaceutical ingredients (APIs), particularly in the development of protease inhibitors, kinase inhibitors, and other small-molecule therapeutics.
  • Suzuki-Miyaura Cross-Coupling: Serves as a versatile, air-stable boronate reagent for palladium-catalyzed carbon-carbon bond formation, enabling the introduction of a chiral pyrrolidine moiety into complex molecular architectures.
  • Agrochemical Synthesis: Used in the research and production of advanced chiral pesticides and herbicides, where stereochemistry is crucial for biological activity and environmental safety.
  • Ligand and Catalyst Development: Acts as a precursor for chiral ligands and organocatalysts used in asymmetric synthesis to control stereoselectivity.
  • Material Science Research: Employed in the synthesis of functional organic molecules for organic electronics, such as OLEDs and conductive polymers.
  • Chemical Biology & Proteomics: Utilized as a building block for activity-based probes and molecular tools that study biological processes.

Basic Information

Product Name (S)-tert-Butyl 2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyrrolidine-1-Carboxylate
CAS No. 149682-82-6
Molecular Formula C15H28BNO4
Molecular Weight 297.20 g/mol
Synonyms (S)-1-Boc-2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine; (S)-tert-Butyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-pyrrolidinecarboxylate; (S)-1-(tert-Butoxycarbonyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine; (S)-N-Boc-2-Boronopyrrolidine Pinacol Ester; (S)-2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tert-butoxycarbonyl)pyrrolidine; (S)-2-Borono-1-N-Boc-pyrrolidine Pinacol Ester; (S)-1-Boc-2-Boronopyrrolidine Pinacol Ester
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Quality Control

Our (S)-tert-Butyl 2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyrrolidine-1-Carboxylate is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including chiral HPLC, NMR, and LC-MS, to ensure high chemical and enantiomeric purity suitable for demanding synthetic applications. Certificates of Analysis (COA) with detailed specifications are provided to guarantee traceability, consistency, and compliance with your research or production requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent moisture absorption and decomposition.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (HPLC) Conforms
Identification (NMR) Conforms
Purity (HPLC) ≥ 97.0%
Enantiomeric Purity (Chiral HPLC) ≥ 98.0% ee
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

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

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