617689-07-3

Usage

Uses

Used in Pharmaceutical Industry:
5-Methoxy-2-methyl benzeneboronic acid is used as a key intermediate in the synthesis of Phenyl-substituted Imidazopyridine Amides. These compounds have demonstrated potential in the treatment of various cardiovascular and other disorders, making them an important class of drugs in the pharmaceutical industry.
Used in Organic Synthesis:
In the field of organic synthesis, 5-Methoxy-2-methyl benzeneboronic acid serves as a valuable building block for the creation of a wide range of complex organic molecules. Its unique structure allows for various functional group transformations and reactions, such as Suzuki-Miyaura cross-coupling, which can be used to form carbon-carbon bonds with other organic compounds.
Used in Chemical Research:
5-Methoxy-2-methyl benzeneboronic acid is also utilized in chemical research as a model compound for studying the reactivity and properties of benzeneboronic acid derivatives. This helps researchers understand the fundamental chemistry of these compounds and develop new synthetic strategies and applications.

Upstream product

• 36942-56-0 3-bromo-4-methylanisole 
• 121-43-7 Trimethyl borate 
• 60710-39-6 3-bromo-p-cresol 

Downstream Products

• 1610518-74-5 7-(5-methoxy-2-methylphenyl)-5-methyl-2-((4-(methylsulphonyl)piperazin-1-yl)methyl)thieno[3,2-c]pyridin-4(5H)-one 

Relevant academic research and scientific papers

ENANTIOPURE TERPHENYLS WITH TWO ORTHO-ATROPISOMERIC AXES

Enantiopure terphenyl presenting two ortho-located chiral axes having the following structural formula (I) : their process of synthesis and their use as mono or bidentate ligands for asymmetric organometallic reactions, as organocatalysts, as chiral base

Two Stereoinduction Events in One C?H Activation Step: A Route towards Terphenyl Ligands with Two Atropisomeric Axes

Herein we disclose the synthesis of original chiral scaffolds—ortho-orientated terphenyls presenting two atropisomeric Ar–Ar axes. These unusual structures were built up by using the C?H activation approach, and remarkably, both chiral axes were controlled with excellent stereoselectivity in a single transformation. During the reaction, not only does atroposelective functionalization of a biaryl precursor occur to establish one stereogenic axis, but an unprecedented atropo-stereoselective C?H arylation also takes place to generate the second stereogenic element. These enantiomerically pure ortho-terphenyls show an original tridimensional structure and thus constitute a unique foundation for building up a library of enantiomerically pure bidentate ligands, such as the new ligands S/N-Biax and diphosphine BiaxPhos.

Fast and Tight Boronate Formation for Click Bioorthogonal Conjugation

A new click bioorthogonal reaction system was devised to enable the fast ligation (kON≈340 m-1 s-1) of conjugatable derivatives of a rigid cyclic diol (nopoldiol) and a carefully optimized boronic acid partner, 2-methyl-5-carboxymethylphenylboronic acid. Using NMR and fluorescence spectroscopy studies, the corresponding boronates were found to form reversibly within minutes at low micromolar concentration in water, providing submicromolar equilibrium constant (Keq≈105-106 m-1). Efficient protein conjugation under physiological conditions was demonstrated with model proteins thioredoxin and albumin, and characterized by mass spectrometry and gel electrophoresis.

Benzotriazine inhibitors of kinases

The invention provides benzotriazine compounds having formula (I). The benzotriazine compounds of the invention are capable of inhibiting kinases, such members of the Src kinase family, and various other specific receptor and non-receptor kinases.