N-Boc-indole-2-boronic acid
N-Boc-indole-2-boronic acid (CAS 213318-44-6), with the molecular formula C13H16BNO4 and a molecular weight of 261.08, is a valuable organoboron compound. This protected indole derivative serves as a key building block in organic synthesis. It is particularly recognised for its utility in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, facilitating the construction of complex organic molecules.
- IUPAC
- 1-(tert-butoxycarbonyl)indole-2-boronic acid,N-(tert-butoxycarbonyl)indole-2-boronic acid
- Synonyms
- 1-(tert-butoxycarbonyl)indole-2-boronic acidN-(tert-butoxycarbonyl)indole-2-boronic acid
Suzuki-Miyaura Coupling Reagent
N-Boc-indole-2-boronic acid is employed in Suzuki-Miyaura coupling reactions to introduce the N-Boc-protected indole-2-yl moiety. This is a powerful method for carbon-carbon bond formation in the synthesis of complex organic structures, including pharmaceutical intermediates and advanced materials.
Synthesis of Hydroxyquinones
This boronic acid derivative is specifically noted for its application in the synthesis of hydroxyquinones. It participates in Suzuki-Miyaura coupling reactions with phenylidonium ylides of hydroxyquinones, enabling the construction of these biologically relevant compounds.
Heterocyclic Chemistry
As a heteroaryl boronic acid, it is a versatile reagent in heterocyclic chemistry. Its protected indole core allows for selective functionalization and elaboration into more complex indole-containing scaffolds.
| Molecular weight | 261.08 |
|---|---|
| Empirical formula | C13H16BNO4 |
| Assay | ≥95% |
| Storage temperature | −20°C |
| Application | Used in a synthesis of hydroxyquinones via Suzuki-Miyaura coupling of phenylidonium ylides of hydroxyquinones.6 |
| Melting point | 84-94 °C85-90 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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-indole-2-boronic acid used for?
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N-Boc-indole-2-boronic acid is primarily used as a reagent in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions. It serves as a building block for creating complex organic molecules, including hydroxyquinones and other indole-containing compounds.
What is the CAS number and molecular formula for N-Boc-indole-2-boronic acid?
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The CAS number for N-Boc-indole-2-boronic acid is 213318-44-6, and its molecular formula is C13H16BNO4.
What grade and purity does Tech Serve Solutions supply for N-Boc-indole-2-boronic acid?
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Tech Serve Solutions supplies N-Boc-indole-2-boronic acid with an assay of ≥95%. This product is supplied for research and development purposes and is not represented as USP, BP, EP, or other pharmacopoeial grades.
How should N-Boc-indole-2-boronic acid be handled and stored?
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Handling N-Boc-indole-2-boronic acid requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. For storage, maintain a temperature of -20°C.
Is N-Boc-indole-2-boronic acid a controlled substance?
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The provided data does not indicate that N-Boc-indole-2-boronic acid is a controlled substance.
How is N-Boc-indole-2-boronic acid packaged and shipped?
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N-Boc-indole-2-boronic acid is carefully packaged to ensure safe transport and is available for global export by Tech Serve Solutions.
How can I request a sample or quote for N-Boc-indole-2-boronic acid?
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To request a sample or obtain a quote for N-Boc-indole-2-boronic acid, please contact our sales team through the website or by calling us directly.
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