2-Ethoxycarbonylphenylboronic acid
2-Ethoxycarbonylphenylboronic acid (CAS: 380430-53-5), with the molecular formula CH3CH2O2C(C6H4)B(OH)2 and a molecular weight of 193.99 g/mol, is a key aryl boronic acid derivative. It serves as a versatile building block in organic synthesis, particularly in cross-coupling reactions and the construction of complex organic molecules. Its utility is demonstrated in the synthesis of pharmaceutical intermediates and novel chemical entities.
Suzuki-Miyaura Cross-Coupling Reactions
This compound is a valuable reagent in Suzuki-Miyaura cross-coupling reactions for the regioselective preparation of (aryl)hydroxyquinolines and the synthesis of embelin derivatives. It enables the formation of new carbon-carbon bonds with high selectivity.
Asymmetric Synthesis
2-Ethoxycarbonylphenylboronic acid is employed in asymmetric cyclopropanation reactions. It participates in the catalytic formation of cyclopropane rings, crucial for building complex chiral structures.
Synthesis of Pharmaceutical Intermediates
It is utilised in the preparation of substituted phenylalanines, which are investigated as selective ligands for AMPA- and kainate receptors. This highlights its role in medicinal chemistry research.
Microwave-Assisted Organic Synthesis
The compound is applied in the microwave-assisted palladium-catalyzed arylation of pyrazinones, offering an efficient route to novel aryl pyrazinone structures under controlled conditions.
| Molecular weight | 193.99 |
|---|---|
| Linear formula | CH3CH2O2C(C6H4)B(OH)2 |
| Application | Reactant for:• Synthesis of embelin derivatives via Suzuki-Miyaura reaction, cross metathesis and Wittig olefination1• Asymmetric cyclopropanation of alkenes with di-Me diazomalonate catalyzed by chiral diene-rhodium complexes2• Preparation of phenylalanines as selective AMPA- and kainate receptor ligands3• Preparation of aryl pyrazinones via microwave-assisted palladium-catalyzed arylation of resin supported pyrazinones under simultaneous cooling condition4• Regioselective preparation of (aryl)hydroxyquinolines via Suzuki-Miyaura cross-coupling with chloro(tosyloxy)quinoline under anhydrous conditions followed by nucleophilic deprotection of the tosyl group5 |
| Melting point | 128-136 °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 2-Ethoxycarbonylphenylboronic acid used for?
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2-Ethoxycarbonylphenylboronic acid is used as a reactant in various organic syntheses, including the synthesis of embelin derivatives, asymmetric cyclopropanation, preparation of phenylalanines, and synthesis of aryl pyrazinones and (aryl)hydroxyquinolines.
What are the CAS number and molecular formula of 2-Ethoxycarbonylphenylboronic acid?
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The CAS number is 380430-53-5 and the molecular formula is CH3CH2O2C(C6H4)B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development purposes. We do not represent it as USP, BP, or EP grade. Please refer to the product specifications for available purity levels.
What are the safety and handling considerations for 2-Ethoxycarbonylphenylboronic acid?
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2-Ethoxycarbonylphenylboronic acid is classified under WGK Germany 3, indicating a high hazard potential. Appropriate personal protective equipment, including gloves and eye protection, should be used, and handling should occur in a well-ventilated area or fume hood.
How is 2-Ethoxycarbonylphenylboronic acid packed and shipped by TSS?
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Tech Serve Solutions exports fine chemicals globally, ensuring secure and compliant packaging suitable for international transport. Specific packaging details will be provided with your order.
How can I request a sample or quote for 2-Ethoxycarbonylphenylboronic acid?
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To request a sample or obtain a quote, please contact our sales team directly through the website or via the provided contact details, specifying the product name and CAS number.
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