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2,6-Dimethoxy-3-(Trimethylsilyl)Pyridine-5-Boronic Acid Pinacol Ester CAS NO 2121513-69-5


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CAS No.:2121513-69-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2,6-Dimethoxy-3-(Trimethylsilyl)Pyridine-5-Boronic Acid Pinacol Ester is a sophisticated, multi-functional organoboron building block designed for advanced synthetic chemistry. Its value lies in the strategic combination of a protected boronic ester for Suzuki-Miyaura cross-coupling and a silyl-protected pyridine core, enabling sequential functionalization and the construction of complex heterocyclic architectures. This compound is essential for researchers and process chemists in pharmaceutical R&D and agrochemical discovery who require high-purity, reliable intermediates for synthesizing novel active ingredients and functional materials.

Application

  • Pharmaceutical Intermediate: A key building block in the synthesis of active pharmaceutical ingredients (APIs), particularly for constructing complex pyridine-based drug candidates in oncology and central nervous system (CNS) therapeutic areas.
  • Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides, where the pyridine moiety is a common pharmacophore.
  • Material Science Precursor: Serves as a monomer or functional unit in the development of organic electronic materials, such as ligands for metal-organic frameworks (MOFs) or conductive polymers.
  • Cross-Coupling Reactions: The pinacol boronic ester group is specifically designed for efficient, palladium-catalyzed Suzuki-Miyaura cross-coupling to form biaryl and heterobiaryl linkages under mild conditions.
  • Sequential Deprotection & Functionalization: The trimethylsilyl (TMS) protecting group allows for selective manipulation of the pyridine ring, enabling orthogonal synthetic strategies to install diverse substituents.
  • Ligand Synthesis: Useful for preparing novel bidentate or polydentate ligands for catalysis and coordination chemistry.

Basic Information

Product Name 2,6-Dimethoxy-3-(Trimethylsilyl)Pyridine-5-Boronic Acid Pinacol Ester
CAS No. 2121513-69-5
Molecular Formula C16H28BNO4Si
Molecular Weight 337.30 g/mol
Synonyms 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,6-dimethoxy-3-(trimethylsilyl)pyridine; 3-(Trimethylsilyl)-2,6-dimethoxypyridine-5-boronic acid pinacol ester; 2,6-Dimethoxy-3-(trimethylsilyl)pyridin-5-ylboronic acid pinacol ester; Pyridine-5-boronic acid, 2,6-dimethoxy-3-(trimethylsilyl)-, pinacol ester; (2,6-Dimethoxy-3-(trimethylsilyl)pyridin-5-yl)boronic acid pinacol ester; CAS 2121513-69-5
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Quality Control

Our production of 2,6-Dimethoxy-3-(Trimethylsilyl)Pyridine-5-Boronic Acid Pinacol Ester adheres to stringent quality management protocols to ensure batch-to-batch consistency and reliability for critical R&D and scale-up processes. Each lot undergoes comprehensive analytical characterization, including HPLC for purity assessment and NMR (1H, 13C, 11B) for structural confirmation. Certificates of Analysis (COA) detailing all specifications are provided and available upon request.

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 (argon or nitrogen) when opening the container for use to prevent degradation. For long-term storage, consider storing under an inert gas blanket.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (IR) 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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