• 1. Ester-mediated peptide formation promoted by deep eutectic solvents: a facile pathway to proto-peptides?
  Chen-Yu Chien,Sheng-Sheng Yu Chem. Commun., 2020,56, 11949-11952
• 2. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
• 3. Distinct correlation between (CN2)x units and pores: a low-cost method for predesigned wide range control of micropore size of porous carbon?
  Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
• 4. Evolution of dealloying induced strain in nanoporous gold crystals?
  Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
• 5. Fast-pulsing NMR techniques for the detection of weak interactions: successful natural abundance probe of hydrogen bonds in peptides?
  Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

Introduction to (5-Fluoro-2-(methoxycarbonyl)phenyl)boronic acid (CAS No. 850568-05-7)

(5-Fluoro-2-(methoxycarbonyl)phenyl)boronic acid (CAS No. 850568-05-7) is a versatile compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This boronic acid derivative is characterized by its unique functional groups, including a fluoro substituent and a methoxycarbonyl group, which confer specific chemical properties and reactivity profiles. The compound's structure and reactivity make it an essential building block in the synthesis of various pharmaceuticals, polymers, and other advanced materials.

The fluoro substituent in (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid plays a crucial role in modulating the electronic properties of the molecule. Fluorine, being the most electronegative element, can significantly influence the reactivity and stability of organic compounds. In this context, the presence of fluorine can enhance the lipophilicity and metabolic stability of drug candidates, making it an attractive feature for medicinal chemists. Recent studies have shown that fluorinated compounds often exhibit improved pharmacokinetic properties, such as increased bioavailability and reduced toxicity.

The methoxycarbonyl group (or methyl ester) is another key functional group in this compound. This group is commonly used in organic synthesis due to its ability to participate in a wide range of reactions, including esterification, transesterification, and hydrolysis. The methoxycarbonyl group can also serve as a protecting group for carboxylic acids, allowing for selective functionalization of complex molecules. In the context of (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid, the methoxycarbonyl group provides additional reactivity and versatility, making it a valuable intermediate in the synthesis of more complex molecules.

The boronic acid moiety is a well-known functional group in organic chemistry and has found extensive applications in cross-coupling reactions, particularly Suzuki-Miyaura coupling. Boronic acids are known for their ability to form stable complexes with transition metals, which facilitates their use as coupling partners in palladium-catalyzed reactions. The boronic acid functionality in (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid makes it an excellent starting material for the synthesis of aryl-substituted compounds, which are widely used in pharmaceuticals and materials science.

Recent advances in synthetic methodologies have further expanded the utility of (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid. For instance, the development of novel catalysts and reaction conditions has enabled more efficient and selective transformations involving boronic acids. These advancements have not only improved the yield and purity of target compounds but have also reduced the environmental impact of synthetic processes. One notable example is the use of green solvents and catalysts that minimize waste generation and energy consumption.

In the realm of medicinal chemistry, (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid has been explored as a precursor for the synthesis of potential drug candidates. The combination of fluorine substitution and methoxycarbonyl functionality can lead to compounds with enhanced biological activity and improved pharmacological profiles. For example, researchers have utilized this compound to develop inhibitors for specific enzymes involved in disease pathways, such as kinases and proteases. These inhibitors have shown promise in preclinical studies for treating various conditions, including cancer and neurodegenerative diseases.

Moreover, (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid has found applications in materials science, particularly in the development of functional polymers and coatings. The unique properties of this compound make it suitable for use as a monomer or cross-linking agent in polymer synthesis. Polymers derived from (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid can exhibit enhanced mechanical strength, thermal stability, and chemical resistance, making them ideal for various industrial applications.

In conclusion, (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid (CAS No. 850568-05-7) is a multifaceted compound with significant potential across multiple scientific disciplines. Its unique combination of functional groups—fluorine substitution, methoxycarbonyl functionality, and boronic acid moiety—endows it with valuable chemical properties that make it an indispensable tool in organic synthesis, medicinal chemistry, and materials science. As research continues to advance, it is likely that new applications for this compound will be discovered, further solidifying its importance in modern chemistry.

• 374538-03-1(2-Methoxycarbonylphenylboronic acid)
• 871329-62-3(3-Fluoro-5-methoxycarbonylphenylboronic acid)
• 380430-53-5((2-(ethoxycarbonyl)phenyl)boronic acid)
• 871329-81-6((4-Fluoro-2-(methoxycarbonyl)phenyl)boronic acid)
• 871329-85-0(3-Fluoro-5-ethoxycarbonylphenylboronic acid)
• 874290-62-7(2-Carboxy-5-fluorophenylboronic acid)
• 505083-04-5([3-fluoro-4-(methoxycarbonyl)phenyl]boronic acid)
• 603122-84-5([2-fluoro-4-(methoxycarbonyl)phenyl]boronic acid)
• 876189-18-3([5-(methoxycarbonyl)-2-methylphenyl]boronic acid)
• 874290-63-8(2-Borono-5-fluorobenzoic acid)