40138-18-9

Usage

Uses

Used in Suzuki Reaction:
5-Methoxy-2-formylphenylboronic acid is used as a reagent in the Suzuki reaction, a widely employed method for the formation of carbon-carbon bonds, particularly in the synthesis of biaryl compounds. 5-Methoxy-2-formylphenylboronic acid's boronic acid functionality allows it to participate in palladium-catalyzed cross-coupling reactions, enabling the formation of new carbon-carbon bonds with a wide range of organic substrates.
Used in Total Synthesis of Laetevirenol A:
In the pharmaceutical industry, 5-Methoxy-2-formylphenylboronic acid is used as a reagent for the total synthesis of laetevirenol A, a natural product with potential biological activities. 5-Methoxy-2-formylphenylboronic acid's unique structure allows it to undergo intramolecular Friedel-Crafts alkylation, a key step in the construction of the complex molecular framework of laetevirenol A.

InChI:InChI=1/C8H9BO4/c1-13-7-3-2-6(5-10)8(4-7)9(11)12/h2-5,11-12H,1H3

Upstream product

• 1196474-59-5 4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 53948-10-0 aristololactam BIII 
• 1181214-26-5 4-methoxy-2-[1-(4-trifluoromethoxyphenyl)-1H-imidazol-4-yl]-benzaldehyde 
• 1381889-70-8 C₂₃H₂₂O₅ 
• 1447360-34-0 2-(6-bromopyridin-3-yl)-4-methoxybenzaldehyde 
• 1610973-54-0 2-benzyl-4-methoxybenzaldehyde 
• 1285527-75-4 C₂₀H₁₉NO₃ 
• 744251-64-7 C₂₀H₁₈N₂O₄ 
• 1196474-59-5 4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 

Relevant academic research and scientific papers

Design and enantioselective synthesis of 3-(α-acrylic acid) benzoxaboroles to combat carbapenemase resistance

Chiral 3-substituted benzoxaboroles were designed as carbapenemase inhibitors and efficiently synthesisedviaasymmetric Morita-Baylis-Hillman reaction. Some of the benzoxaboroles were potent inhibitors of clinically relevant carbapenemases and restored the activity of meropenem in bacteria harbouring these enzymes. Crystallographic analyses validate the proposed mechanism of binding to carbapenemases,i.e.in a manner relating to their antibiotic substrates. The results illustrate how combining a structure-based design approach with asymmetric catalysis can efficiently lead to potent β-lactamase inhibitors and provide a starting point to develop drugs combatting carbapenemases.

Highly fluorescent, π-extended indenopyrido[2,1-a]isoindolone derivatives prepared by a palladium-catalysed cascade reaction

A new family of heterocyclic pentacyclic compounds have been prepared by a cascade reaction involving 2,5-dihalopyridines and (2-formylphenyl)boronic acids. Most of the compounds exhibit high quantum yields of fluorescence in dichloromethane. In some cases, small changes in the substitution pattern caused fluorescence quenching. To rationalize this effect, a detailed photophysical study combined with electrochemical and computational studies was performed on four representative derivatives. It appears that the fluorescence quenching is caused by a thermally activated non-radiative deactivation process that can be prevented in a rigid matrix such as ethanol at 77 K or a PMMA polymer.