Description

1-(tert-Butyldimethylsilyl)-4-Chloro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole is a high-value, multi-functional indole derivative that serves as a critical synthetic intermediate. Its core value lies in combining a protected indole nitrogen with a reactive pinacol boronate ester and a chloro substituent, enabling precise, sequential cross-coupling reactions. This compound is essential for medicinal chemists and process development scientists in the pharmaceutical and agrochemical industries who are constructing complex heterocyclic scaffolds for new active ingredients.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of novel drug candidates, particularly in oncology, CNS, and antiviral research.
• Suzuki-Miyaura Cross-Coupling: The pinacol boronate ester group enables efficient palladium-catalyzed coupling with aryl/heteroaryl halides to form biaryl linkages.
• Sequential Functionalization: The chloro substituent allows for subsequent substitution or further cross-coupling, enabling the modular construction of complex molecules.
• Agrochemical Synthesis: Used in the research and development of new herbicides, fungicides, and insecticides with indole-based structures.
• Material Science Research: Potential precursor for organic electronic materials and advanced polymers requiring tailored indole units.
• Chemical Biology Probes: Serves as a starting point for creating labeled compounds or molecular probes for biological target studies.

Basic Information

Product Name	1-(tert-Butyldimethylsilyl)-4-Chloro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole
CAS No.	1256360-33-4
Molecular Formula	C20H31BClNO2Si
Molecular Weight	391.82 g/mol
Synonyms	4-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[(1,1-dimethylethyl)dimethylsilyl]-1H-indole; 1H-Indole, 1-[(1,1-dimethylethyl)dimethylsilyl]-4-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 4-Chloro-6-(pinacolatoboryl)-1-(tert-butyldimethylsilyl)-1H-indole; 1-TBDMS-4-chloro-6-Bpin-indole; 4-Chloro-1-((tert-butyldimethylsilyl))-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole; 1-(tert-Butyldimethylsilyl)-4-chloro-6-(pinacolatoboryl)indole
EINECS	Contact for details

Quality Control

Our production of 1-(tert-Butyldimethylsilyl)-4-Chloro-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole adheres to stringent quality protocols to ensure batch-to-batch consistency and reliability for sensitive synthetic applications. All material is characterized by NMR (1H, 13C, 11B), HPLC, and mass spectrometry. Certificates of Analysis (COA) detailing purity, identity, and impurity profiles are provided with each shipment to support your quality and regulatory documentation.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) due to its moisture-sensitive (hygroscopic) nature. Allow the sealed container to reach ambient temperature before opening to prevent condensation and hydrolysis of the boronate ester.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
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.