Description

1-(tert-Butyldimethylsilyl)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole is a high-value, protected indole boronic ester derivative, serving as a critical synthetic intermediate in modern organic chemistry. Its core value lies in enabling precise, palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura couplings, to construct complex molecular architectures. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors, where it facilitates the efficient synthesis of novel active ingredients and functional molecules. The CAS number for this compound is 1111096-51-5.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of complex drug candidates, particularly in constructing indole-based scaffolds prevalent in oncology and CNS therapeutics.
• Agrochemical Synthesis: Used in the research and development of novel pesticides and herbicides, leveraging its reactivity to introduce functionalized indole motifs.
• Material Science Research: Employed in the creation of organic electronic materials, such as OLEDs and conductive polymers, where precise molecular engineering is required.
• Suzuki-Miyaura Cross-Coupling: Primarily utilized in Pd-catalyzed C-C bond formation reactions to attach complex aryl or heteroaryl groups to the indole core.
• Medicinal Chemistry & SAR Studies: Enables rapid parallel synthesis and structure-activity relationship exploration by providing a versatile, protected handle for further functionalization.
• Custom Synthesis & Contract Manufacturing: A vital reagent for CDMOs (Contract Development and Manufacturing Organizations) specializing in bespoke organic molecule production.

Basic Information

Product Name	1-(tert-Butyldimethylsilyl)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole
CAS No.	1111096-51-5
Molecular Formula	C20H32BNO2Si
Molecular Weight	357.37 g/mol
Synonyms	3-(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]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 1-TBDMS-3-BPin-indole; 3-BPin-1-TBDMS-indole; N-TBDMS-3-BPin-indole; 1-(tert-Butyldimethylsilyl)-3-(pinacolboronato)indole; 3-(Pinacolboryl)-1-(tert-butyldimethylsilyl)indole
EINECS	Contact for details

Quality Control

Our 1-(tert-Butyldimethylsilyl)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole is manufactured under strict quality management systems. Each 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 every shipment. We adhere to cGMP guidelines where applicable to support our clients in regulated development phases.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as specified on the label or COA. This material is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when possible to maintain stability and prevent decomposition. Keep the container tightly sealed in a desiccator for long-term storage.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥95% (Typical: 97-99%)
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.