(N-Boc-5-chloro-2-indolyl)boronic acid
(N-Boc-5-chloro-2-indolyl)boronic acid (CAS 475102-12-6) is a versatile organoboron compound with the molecular formula C13H15BClNO4 and a molecular weight of 295.53 g/mol. This N-protected indole derivative serves as a valuable building block in organic synthesis. Its structure, featuring a boronic acid moiety and a protected indole core, makes it amenable to various coupling reactions and functional group transformations for creating complex molecules.
- IUPAC
- 5-Chloro-N-Boc-2-indoleboronic acid
Suzuki-Miyaura Coupling Reactions
(N-Boc-5-chloro-2-indolyl)boronic acid is a key substrate in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions. It enables the facile formation of carbon-carbon bonds by reacting with aryl or vinyl halides, leading to substituted indole derivatives crucial in medicinal chemistry.
Synthesis of Indole Derivatives
The compound facilitates the introduction of a 5-chloro-2-indolyl fragment into larger molecular architectures. The Boc protecting group can be readily removed to reveal the free amine for further derivatization, expanding its utility in the synthesis of complex natural products and pharmaceutical intermediates.
Medicinal Chemistry Research
Its utility in constructing diverse indole-based scaffolds makes it a valuable tool for drug discovery and development. Researchers utilise this boronic acid to explore structure-activity relationships in programmes targeting various therapeutic areas.
| Molecular weight | 295.53 |
|---|---|
| Empirical formula | C13H15BClNO4 |
| Assay | 95% |
| Melting point | 129-133 °C |
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (N-Boc-5-chloro-2-indolyl)boronic acid used for?
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(N-Boc-5-chloro-2-indolyl)boronic acid is primarily used as a building block in organic synthesis, particularly for Suzuki-Miyaura coupling reactions and the synthesis of diverse substituted indole derivatives for medicinal chemistry and research applications.
What are the CAS number and molecular formula?
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The CAS number for (N-Boc-5-chloro-2-indolyl)boronic acid is 475102-12-6. Its empirical formula is C13H15BClNO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (N-Boc-5-chloro-2-indolyl)boronic acid with an assay of 95%. This product is intended for research and laboratory use. Tech Serve Solutions does not represent this product as USP, BP, or EP grade.
What are the safety and handling precautions?
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This compound has a GHS classification indicating it may cause skin irritation and serious eye irritation (WGK Germany 3). Handle with appropriate personal protective equipment in a well-ventilated area to avoid contact with skin, eyes, and clothing.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions ensures secure and compliant packaging for all its chemicals. We are experienced in exporting fine chemicals globally, adhering to all relevant international shipping regulations.
How can I request a quote or sample?
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To request a quote or sample of (N-Boc-5-chloro-2-indolyl)boronic acid, please contact our sales team through the website or by phone. Please specify the quantity required for your quotation.
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