N-Boc-5-methoxy-2-indolylboronic acid
N-Boc-5-methoxy-2-indolylboronic acid (CAS: 290331-71-4) is a key organoboronic acid derivative with the molecular formula C14H18BNO5 and a molecular weight of 291.11 g/mol. This compound serves as a valuable building block in organic synthesis, particularly in cross-coupling reactions. Its utility extends to the preparation of complex heterocyclic structures and pharmaceutical intermediates, underscoring its importance in medicinal chemistry and materials science research.
- IUPAC
- N-(tert-Butoxycarbonyl)-5-methoxyindole-2-boronic acid,N-Boc-5-methoxyindole-2-boronic acid
- Synonyms
- N-(tert-Butoxycarbonyl)-5-methoxyindole-2-boronic acidN-Boc-5-methoxyindole-2-boronic acid
Suzuki-Miyaura Cross-Coupling
N-Boc-5-methoxy-2-indolylboronic acid is effectively employed as a coupling partner in Suzuki-Miyaura reactions. This palladium-catalyzed process allows for the formation of new carbon-carbon bonds, facilitating the synthesis of biaryl compounds and other complex organic molecules.
Preparation of Dihalogenated Pyrazoles
This boronic acid is a reactant in the preparation of dihalogenated pyrazoles. These syntheses often involve palladium-catalyzed cross-coupling processes, such as a dipolar cycloaddition, yielding important heterocyclic scaffolds.
Synthesis of Isocryptolepine Alkaloids
Utilised in modified Pictet-Spengler reactions, N-Boc-5-methoxy-2-indolylboronic acid contributes to the synthesis of the isocryptolepine alkaloid framework. This demonstrates its role in constructing complex natural product skeletons.
| Molecular weight | 291.11 |
|---|---|
| Empirical formula | C14H18BNO5 |
| Assay | ≥95% |
| Storage temperature | 2-8°C |
| Application | Reactant for:• Preparation of dihalogenated pyrazoles via dipolar cycloaddition by palladium-catalyzed cross-coupling processes1• Suzuki-Miyaura cross-coupling2• Synthesis of the isocryptolepine alkaloid and its related skeletons using a modified Pictet-Spengler reaction3 |
| Melting point | 102-107 °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-methoxy-2-indolylboronic acid used for?
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N-Boc-5-methoxy-2-indolylboronic acid is primarily used as a reactant and building block in organic synthesis, notably in Suzuki-Miyaura cross-coupling reactions, for the preparation of dihalogenated pyrazoles, and in the synthesis of isocryptolepine alkaloid skeletons.
What is the CAS number and chemical formula for N-Boc-5-methoxy-2-indolylboronic acid?
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The CAS number is 290331-71-4, and the chemical formula is C14H18BNO5.
What grade and purity does Tech Serve Solutions supply for N-Boc-5-methoxy-2-indolylboronic acid?
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Tech Serve Solutions supplies N-Boc-5-methoxy-2-indolylboronic acid with an assay of ≥95%. This product is suitable for research and chemical synthesis purposes and is not supplied as USP, BP, or EP grade.
How should N-Boc-5-methoxy-2-indolylboronic acid be stored and handled?
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N-Boc-5-methoxy-2-indolylboronic acid should be stored at 2-8°C. It is classified under WGK 2 in Germany, indicating it is hazardous to water. Consult the Safety Data Sheet (SDS) for detailed handling and hazard information.
Is N-Boc-5-methoxy-2-indolylboronic acid a controlled substance?
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Based on the provided data, there is no indication that N-Boc-5-methoxy-2-indolylboronic acid is a controlled substance.
How can I request a quote or sample for N-Boc-5-methoxy-2-indolylboronic acid?
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To request a quote or a sample of N-Boc-5-methoxy-2-indolylboronic acid, please contact our sales team through the website or by phone. We are a global supplier and exporter, readily handling international orders.
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