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Benzyl 5-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,2,3,6-Tetrahydropyridine-1-Carboxylate CAS NO 1643573-74-3


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CAS No.:1643573-74-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl 5-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,2,3,6-Tetrahydropyridine-1-Carboxylate CAS NO 1643573-74-3 is a high-value, protected boronic ester derivative, serving as a critical synthetic intermediate in modern organic chemistry. Its primary value lies in enabling efficient cross-coupling reactions, such as the Suzuki-Miyaura reaction, which is fundamental for constructing complex molecular architectures. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require reliable, high-purity building blocks for drug discovery and development.

Application

  • Pharmaceutical Intermediate: Key building block for synthesizing active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing complex heterocyclic scaffolds.
  • Suzuki-Miyaura Cross-Coupling Reagent: Enables the formation of carbon-carbon bonds between the boronic ester moiety and various aryl/heteroaryl halides under palladium catalysis.
  • Medicinal Chemistry Research: Used in high-throughput screening and library synthesis for lead optimization and structure-activity relationship (SAR) studies.
  • Agrochemical Synthesis: Intermediate in the production of novel herbicides, fungicides, and insecticides requiring specific heterocyclic structures.
  • Ligand and Catalyst Development: Serves as a precursor for creating novel bidentate ligands or functionalized catalysts.
  • Material Science Precursor: Potential use in synthesizing organic electronic materials or functional polymers.

Basic Information

Product Name Benzyl 5-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,2,3,6-Tetrahydropyridine-1-Carboxylate
CAS No. 1643573-74-3
Molecular Formula C19H26BNO4
Molecular Weight 343.23 g/mol
Synonyms 1-[(Benzyloxy)carbonyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine; Benzyl 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate; 1,2,3,6-Tetrahydropyridine-1-carboxylic acid benzyl ester, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; Cbz-Protected 5-Boronic Acid Pinacol Ester of 1,2,3,6-Tetrahydropyridine; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid benzyl ester
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Quality Control

Our Benzyl 5-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,2,3,6-Tetrahydropyridine-1-Carboxylate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC, NMR (1H, 13C, 11B), and mass spectrometry, to ensure identity, purity, and consistency. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided to guarantee the material meets the stringent requirements for research and process chemistry applications.

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) for long-term storage or after opening to prevent hydrolysis of the boronic ester functionality. Keep away from incompatible materials.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
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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