Description

Benzyl 3,4-Dihydro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Isoquinoline-2(1H)-Carboxylate CAS NO 1020174-05-3 is a high-value, advanced pharmaceutical intermediate featuring a protected isoquinoline core and a pinacol boronate ester functional group. This compound is critical for enabling efficient Suzuki-Miyaura cross-coupling reactions, a cornerstone of 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 therapeutic agents, particularly in oncology and central nervous system (CNS) drug discovery programs.

Application

• Pharmaceutical Intermediate: A key building block in the synthesis of complex drug candidates, especially those containing isoquinoline or tetrahydroisoquinoline pharmacophores.
• Suzuki-Miyaura Cross-Coupling: The pinacol boronate ester moiety serves as a versatile handle for palladium-catalyzed carbon-carbon bond formation with aryl or heteroaryl halides.
• Medicinal Chemistry Research: Enables rapid structure-activity relationship (SAR) exploration by facilitating the late-stage diversification of the isoquinoline core at the 6-position.
• Library Synthesis: Used in parallel and combinatorial chemistry to generate focused compound libraries for high-throughput screening (HTS) against biological targets.
• Process Chemistry Development: Serves as a critical intermediate in the scale-up and optimization of synthetic routes for active pharmaceutical ingredients (APIs).
• Chemical Biology Probes: Can be utilized to create tagged or labeled molecules for studying biological pathways and target engagement.

Basic Information

Product Name	Benzyl 3,4-Dihydro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Isoquinoline-2(1H)-Carboxylate
CAS No.	1020174-05-3
Molecular Formula	C23H28BNO4
Molecular Weight	393.29 g/mol
Synonyms	Benzyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1,2,3,4-Tetrahydroisoquinoline-2-Carboxylate; 1,2,3,4-Tetrahydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline-2-carboxylic Acid Benzyl Ester; 1020174-05-3; Benzyl 6-(Pinacolatoboryl)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic Acid Benzyl Ester; Benzyl 6-(Pinacolboron)-1,2,3,4-tetrahydroisoquinoline-2-carboxylate; Benzyl 6-BPin-THIQ-2-COOEt (common abbreviation); Benzyl Ester of 6-Boronic Acid Pinacol Ester of 1,2,3,4-Tetrahydroisoquinoline-2-carboxylic Acid
EINECS	Contact for details

Quality Control

Our Benzyl 3,4-Dihydro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Isoquinoline-2(1H)-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and identity confirmation by NMR and MS, to ensure it meets the high standards required for pharmaceutical research and development. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (typically 15-25°C). The compound is light-sensitive (store away from light). For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen to maintain optimal stability.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 95.0%
Assay	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 1.0%
Total Impurities (HPLC)	≤ 3.0%

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