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5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole CAS NO 690631-97-1


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CAS No.:690631-97-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole CAS NO 690631-97-1 is a high-purity, advanced pharmaceutical intermediate featuring a protected indole core functionalized with a pinacol boronate ester and a triisopropylsilyl (TIPS) group. This compound is a critical building block in modern synthetic organic chemistry, enabling precise carbon-carbon bond formation via Suzuki-Miyaura cross-coupling reactions. It is primarily utilized by research institutions and pharmaceutical manufacturers for the development and scalable synthesis of novel drug candidates, particularly in oncology and central nervous system (CNS) therapeutic areas.

Application

  • Pharmaceutical Intermediate: A key precursor in the synthesis of complex, biologically active molecules and active pharmaceutical ingredients (APIs).
  • Suzuki-Miyaura Cross-Coupling: Serves as a versatile boronic ester coupling partner for constructing biaryl and heterobiaryl structures common in drug discovery.
  • Medicinal Chemistry Research: Enables structure-activity relationship (SAR) studies and library synthesis for lead optimization in drug development programs.
  • Process Chemistry & Scale-Up: Used in the development of robust, kilogram-scale synthetic routes for clinical trial material and commercial manufacturing.
  • Material Science Research: Potential building block for creating organic electronic materials and functional polymers.
  • Agrochemical Synthesis: Intermediate in the research and development of novel crop protection agents.

Basic Information

Product Name 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole
CAS No. 690631-97-1
Molecular Formula C23H38BNO2Si
Molecular Weight 399.45 g/mol
Synonyms 1-(Triisopropylsilyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)indole; 1H-Indole, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-; 5-Pinacolatoboryl-1-triisopropylsilylindole; 5-Borono-1-(triisopropylsilyl)-1H-indole, pinacol ester; TIPS-5-Indoleboronic Acid Pinacol Ester; 1-TIPS-5-IndoleBpin
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Quality Control

Our production of this advanced intermediate adheres to strict quality management protocols. Every batch undergoes comprehensive analytical characterization, including HPLC, NMR (1H, 13C, 11B), and GC-MS, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided with each shipment. We support development under cGMP guidelines for pharmaceutical applications upon request.

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 container should be kept tightly sealed under an inert atmosphere (argon or nitrogen) to prevent moisture ingress and potential degradation of the boronate ester functionality.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH Q3C guidelines

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

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