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tert-Butyl 6-Fluoro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole-1-Carboxylate CAS NO 1627721-59-8


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CAS No.:1627721-59-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

tert-Butyl 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate CAS NO 1627721-59-8 is a high-purity, protected indole boronic ester derivative designed for advanced synthetic chemistry. This compound serves as a critical key building block in cross-coupling reactions, enabling the efficient construction of complex molecular architectures. It is primarily utilized by researchers and process chemists in the pharmaceutical, agrochemical, and material science industries for drug discovery and development programs.

Application

  • Pharmaceutical Intermediate: A key precursor in the synthesis of active pharmaceutical ingredients (APIs), particularly for compounds containing fluorinated indole scaffolds.
  • Suzuki-Miyaura Cross-Coupling Reactions: The boronic ester functional group makes it an ideal partner for palladium-catalyzed coupling with aryl/heteroaryl halides, a cornerstone of modern medicinal chemistry.
  • Drug Discovery & Medicinal Chemistry: Used in high-throughput screening and lead optimization to create novel chemical libraries for biological evaluation.
  • Agrochemical Synthesis: Employed in the research and development of new herbicides, fungicides, and insecticides that require fluorinated heterocyclic structures.
  • Material Science Research: Acts as a monomer or building block for creating organic electronic materials, such as OLEDs or conductive polymers.
  • Chemical Biology Probes: Useful for synthesizing tagged molecules to study biological pathways and protein interactions.

Basic Information

Item Details
Product Name tert-Butyl 6-Fluoro-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole-1-Carboxylate
CAS No. 1627721-59-8
Molecular Formula C19H25BFNO4
Molecular Weight 361.22 g/mol
Synonyms 1-Boc-6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole; 6-Fluoro-1H-indole-1-carboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester; tert-Butyl 6-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate; 6-Fluoro-3-borono-1H-indole-1-carboxylic acid tert-butyl ester, pinacol ester; 1-Boc-6-fluoroindole-3-boronic acid pinacol ester; BOC-6-Fluoro-3-Indoleboronic Acid Pinacol Ester
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Quality Control

Our tert-Butyl 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity suitable for sensitive coupling reactions. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. Our quality systems are designed to meet the stringent requirements of cGMP and ISO standards for advanced chemical intermediates.

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 product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when opening to prevent degradation and ensure long-term stability.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
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.

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