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tert-Butyl 4-Methyl-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridin-2-Ylcarbamate CAS NO 1310383-55-1


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CAS No.:1310383-55-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

tert-Butyl 4-Methyl-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridin-2-Ylcarbamate is a high-value, protected boronic ester derivative of a substituted pyridine, serving as a critical advanced pharmaceutical intermediate (API) and Suzuki-Miyaura cross-coupling building block. Its primary value lies in enabling the efficient synthesis of complex molecules for drug discovery and development, particularly in creating novel carbon-carbon bonds under mild conditions. This compound is essential for R&D chemists and process development scientists in the pharmaceutical, agrochemical, and material science industries who require reliable, high-purity boronic acid precursors.

Application

  • Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, especially in kinase inhibitor and other small molecule therapeutic programs.
  • Suzuki-Miyaura Cross-Coupling Reactions: Enables palladium-catalyzed coupling with aryl/vinyl halides or triflates to form biaryl and other conjugated structures, a cornerstone of modern medicinal chemistry.
  • Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require specific pyridine-based architectures.
  • Material Science & OLED Development: Serves as a precursor for creating organic electronic materials, including ligands for metal-organic frameworks (MOFs) and emissive layers in organic light-emitting diodes (OLEDs).
  • Chemical Biology & Proteolysis Targeting Chimeras (PROTACs): Utilized in the construction of bifunctional molecules for targeted protein degradation research.
  • Ligand Synthesis for Catalysis: Acts as a starting material for synthesizing novel chiral or bidentate ligands used in asymmetric catalysis.

Basic Information

Product Name tert-Butyl 4-Methyl-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridin-2-Ylcarbamate
CAS No. 1310383-55-1
Molecular Formula C17H27BN2O4
Molecular Weight 334.22 g/mol
Synonyms tert-Butyl 4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate (common misnomer); 2-[[(1,1-Dimethylethoxy)carbonyl]amino]-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; 5-Boronic acid, 2-[(tert-butoxycarbonyl)amino]-4-methyl-, 1,3,2-dioxaborolane ester; BOC-Protected 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-methylpicolinamide; tert-Butyl N-[4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate
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Quality Control

Our tert-Butyl 4-Methyl-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridin-2-Ylcarbamate is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity suitable for sensitive coupling reactions. All products undergo rigorous analytical testing, including HPLC, NMR (1H, 13C, 11B), and mass spectrometry, to confirm identity and purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment and is 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) for long-term storage or when opening the container to prevent degradation. Keep away from incompatible materials such as strong oxidizing agents.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (HPLC) Retention time corresponds to reference standard
Identification (NMR) Spectrum consistent with structure
Assay (HPLC) ≥97.0% (Area Percent)
Purity (HPLC) ≥98.0% (Total related substances ≤2.0%)
Water Content (KF) ≤0.5% w/w
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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