Description

tert-Butyl 5-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate is a high-value, multi-functional indole-based boronic ester building block designed for advanced organic synthesis. This compound is critical for enabling efficient cross-coupling reactions, particularly the Suzuki-Miyaura reaction, which is fundamental to constructing complex molecular architectures. It is primarily utilized by research and development chemists in the pharmaceutical, agrochemical, and material science industries for the synthesis of novel active ingredients and functional molecules.

Application

• Pharmaceutical Intermediate: A key precursor in the synthesis of complex indole-containing drug candidates, including kinase inhibitors and other targeted therapies.
• Agrochemical Synthesis: Used to create novel active ingredients for crop protection products by introducing the indole-boronate moiety into lead structures.
• Material Science Research: Serves as a building block for organic electronic materials, such as OLEDs and conductive polymers, where the indole core provides desirable electronic properties.
• Suzuki-Miyaura Cross-Coupling: The protected boronic ester functionality allows for precise, palladium-catalyzed carbon-carbon bond formation with aryl or vinyl halides under mild conditions.
• Parallel and Combinatorial Chemistry: Ideal for high-throughput synthesis and library generation due to its stability and reactivity profile.
• Chemical Biology Probes: Used to develop molecular probes and tags for studying biological pathways and protein interactions.

Basic Information

Product Name	tert-Butyl 5-Bromo-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole-1-Carboxylate
CAS No.	1024677-85-7
Molecular Formula	C19H25BBrNO4
Molecular Weight	422.12 g/mol
Synonyms	5-Bromo-1-(tert-butoxycarbonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole; 1-Boc-5-bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole; tert-Butyl 5-bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate; 5-Bromo-3-borono-1H-indole-1-carboxylic acid tert-butyl ester, pinacol ester; 1024677-85-7; Boc-5-Bromo-3-indoleboronic acid pinacol ester
EINECS	Contact for details

Quality Control

Our tert-Butyl 5-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including HPLC, NMR (1H, 13C, and 11B), and mass spectrometry, to ensure identity, purity, and consistency. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment to support your quality assurance and regulatory needs.

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) when opening the primary container to prevent degradation. For long-term storage, consider storing desiccated at 2-8°C.

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%
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.