Description

tert-Butyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydroquinoline-1(2H)-Carboxylate is a high-purity, advanced pharmaceutical intermediate featuring a protected boronic ester functional group. This compound is critical for enabling efficient Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology in modern medicinal chemistry for constructing complex biaryl and heterobiaryl scaffolds. It is primarily utilized by research institutions and pharmaceutical companies engaged in the discovery and development of novel active pharmaceutical ingredients (APIs), particularly for oncology and central nervous system (CNS) targets.

Application

• Pharmaceutical Intermediate: A key building block in the synthesis of complex drug candidates, especially those containing a dihydroquinoline core structure.
• Suzuki-Miyaura Cross-Coupling Reagent: Enables the formation of carbon-carbon bonds between its boronic ester group and aromatic halides or triflates under palladium catalysis.
• Medicinal Chemistry Research: Used in lead optimization and structure-activity relationship (SAR) studies to rapidly generate diverse compound libraries.
• Process Chemistry Development: Serves as a critical raw material in scaling up synthetic routes from laboratory to pilot plant and commercial manufacturing.
• Agrochemical Synthesis: Potential intermediate in the development of novel herbicides or fungicides with complex heterocyclic architectures.
• Material Science Precursor: Can be utilized in the synthesis of organic semiconductors or ligands for catalytic systems.

Basic Information

Product Name	tert-Butyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydroquinoline-1(2H)-Carboxylate
CAS No.	1912446-60-6
Molecular Formula	C20H30BNO4
Molecular Weight	359.27 g/mol
Synonyms	1-Boc-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinoline; tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinoline-1-carboxylate; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester; 1,2,3,4-Tetrahydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline-1-carboxylic acid tert-butyl ester; 6-Pinacolatoboryl-1-Boc-1,2,3,4-tetrahydroquinoline; BOC-6-PinB-THQ
EINECS	Contact for details

Quality Control

Our tert-Butyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydroquinoline-1(2H)-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and mass spectrometry, to ensure identity, purity, and consistency. We provide comprehensive Certificates of Analysis (COA) with every shipment, detailing all relevant specifications. Our quality commitment supports compliance with cGMP and ICH guidelines for pharmaceutical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The product is light-sensitive and should be handled under an inert atmosphere when appropriate for prolonged exposure. Keep the container tightly sealed to protect from moisture.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
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.