237413-05-7

Usage

Uses

Used in Organic Synthesis:
3-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID is used as a reagent for the Suzuki-Miyaura cross-coupling reaction, a widely employed method for forming carbon-carbon bonds in organic synthesis. This reaction is crucial for the creation of complex organic molecules and contributes to the advancement of organic chemistry.
Used in Fluorescent Sensor Development:
In the field of analytical chemistry, 3-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID is utilized in the development of fluorescent sensors. These sensors are designed to detect specific analytes, with the boronic acid derivative playing a key role in the selective binding and signal transduction processes.
Used in Pharmaceutical Industry:
3-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID is used as a building block in the synthesis of pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the creation of new drugs and therapeutic agents, contributing to the discovery and development of novel medications.
Used in the Synthesis of Organic Molecules:
Beyond its applications in pharmaceuticals, 3-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID is also employed in the synthesis of a variety of organic molecules across different industries. Its versatility as a reagent allows for the creation of diverse chemical structures, expanding the scope of organic chemistry and its applications.

InChI:InChI=1/C11H16BNO3/c1-3-13(4-2)11(14)9-6-5-7-10(8-9)12(15)16/h5-8,15-16H,3-4H2,1-2H3

Upstream product

• 25487-66-5 3-Carboxyphenylboronic acid 
• 109-89-7 diethylamine 

Relevant academic research and scientific papers

11β-HSD1 INHIBITORS

The invention relates to sulfonamide compounds of formula (I) wherein A, B, R1 and Xl to X3 have the meaning as cited in the description and the claims. For example A is biphenyl, B is 3-methoxyphenyl, Rl is H and Xl to X3 are CH. Said compounds are usefu

Preparation and uses of conjugated solid supports for boronic acids

The invention provides novel solid supports comprising dihydroxyalkyl aminoalkyl and dihydroxyalkylaminobenzyl groups, and methods for making and using them. The supports are particularly useful for immobilizing and derivatizing functionalized boronic acids for use in solid phase synthesis, such as those used in combinatorial chemistries. The compositions and methods of the invention are also useful as scavenger solid supports, e.g., in solution-phase parallel synthesis of small molecule libraries, and for use in resin-to-resin transfer reactions via phase transfer of solid supported boronic acids under both aqueous and anhydrous conditions. The methods of the invention provide convergent solid-phase synthesis of symmetrically or unsymmetrically functionalized compounds, such as biphenyl compounds. Also provided are synthesizer devices, e.g., semiautomated parallel synthesizers.

Universal solid-phase approach for the immobilization, derivatization, and resin-to-resin transfer reactions of boronic acids

Boronic acid-containing molecules are employed in a broad range of biological, medicinal, and synthetic applications. These compounds, however, tend to be difficult to handle by solution-phase methods. Herein, this problem is addressed with the development of the first general solid-phase approach for the derivatization of functionalized boronic acids. This approach is based on the use of a diethanolamine resin anchor that facilitates boronic acid immobilization by avoiding the need for exhaustive removal of water in the esterification process. The immobilization of a wide variety of boronic acids onto N,N-diethanolaminomethyl polystyrene (DEAM-PS, 1) can be performed within minutes by simple stirring in anhydrous solvents at room temperature. Evidence for the formation of a bicyclic diethanolamine boronate with putative N-B coordination was shown by 1H NMR analysis of DEAM-PS-supported p-tolylboronic acid. The hydrolytic cleavage of the same model boronic acid from the DEAM-PS resin was studied by UV spectroscopy. Hydrolysis and attachment were shown to occur under a rapidly attained equilibrium, and a large excess of water (> 32 equiv) is required to effect a practically quantitative release of boronic acids from DEAM-PS. Despite their relative sensitivity to water and alcohols, DEAM-PS-bound arylboronic acids functionalized with a formyl, a bromomethyl, a carboxyl, or an amino group can be transformed in good to excellent yields into a wide variety of amines, amides, anilides, and ureas, respectively. Ugi multicomponent reactions on DEAM-PS-supported aminobenzeneboronic acids, derivatization of multifunctional arylboronic acids, and sequential reactions can also be carried out efficiently. These new DEAM-PS-supported arylboronic acids can be employed directly into resin-to-resin transfer reactions (RRTR). This type of multiresin process helps eliminate time-consuming cleavage and transfer operations, thereby considerably simplifying the outlook of combinatorial library synthesis by manual or automated means. This concept was illustrated by a set of optimized procedures for the Suzuki cross-coupling and the borono-Mannich reactions.