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4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole CAS NO 690632-17-8


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CAS No.:690632-17-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole is a high-value, organoboron-protected indole derivative that serves as a critical synthetic intermediate in advanced organic chemistry. This compound matters because it provides a stable, reactive handle for Suzuki-Miyaura cross-coupling reactions, enabling the efficient construction of complex heterocyclic scaffolds. It is primarily needed by pharmaceutical R&D teams, agrochemical innovators, and specialty chemical manufacturers for constructing novel active ingredients and functional materials.

Application

  • Pharmaceutical Intermediate: Key building block for the synthesis of novel drug candidates, particularly in oncology and CNS therapeutic areas.
  • Agrochemical Research: Used to create new active ingredients for crop protection and pest management solutions.
  • Material Science: Enables the synthesis of organic semiconductors, OLED materials, and other functional polymers.
  • Academic & Contract Research: Essential reagent for methodology development and complex molecule synthesis in academic and CRO laboratories.
  • Suzuki-Miyaura Cross-Coupling: Acts as a versatile boronic ester partner for palladium-catalyzed carbon-carbon bond formation under mild conditions.
  • Indole Chemistry Exploration: Facilitates the functionalization of the indole core at the 4-position, a valuable but less accessible site for modification.

Basic Information

Product Name 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole
CAS No. 690632-17-8
Molecular Formula C23H38BNO2Si
Molecular Weight 399.45 g/mol
Synonyms 1-(Triisopropylsilyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole; 4-Pinacolatoboryl-1-triisopropylsilylindole; 4-BPin-1-TIPS-indole; 1-TIPS-4-BPin-indole; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[(triisopropylsilyl)]-1H-indole; 1-Triisopropylsilyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole; 4-Boronic acid pinacol ester-1-triisopropylsilyl indole
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Quality Control

Our 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-(Triisopropylsilyl)-1H-Indole is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including HPLC, NMR, and LC-MS, to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided to support your R&D and scale-up activities.

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 nature. Allow the container to reach room temperature before opening to minimize condensation and hydrolysis of the boronic ester.

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 guidelines

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

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