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397843-67-3

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397843-67-3 Usage

General Description

4-(N-Isopropylaminocarbonyl)phenylboronic acid is a chemical compound with the molecular formula C12H17BNO3. It is a boronic acid derivative that contains a phenyl group with a carbonyl and an isopropylamino substituent. 4-(N-Isopropylaminocarbonyl)phenylboronic acid is widely used in organic synthesis and medicinal chemistry as a versatile reagent for the preparation of arylboronic esters and as a building block for the synthesis of various pharmaceuticals and biologically active compounds. It is also utilized as a tool for the development and optimization of chemical reactions, particularly in the field of cross-coupling reactions and Suzuki-Miyaura reactions. The unique structure and functional groups of 4-(N-Isopropylaminocarbonyl)phenylboronic acid make it a valuable and versatile compound for a wide range of applications in the chemical and pharmaceutical industries.

Check Digit Verification of cas no

The CAS Registry Mumber 397843-67-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,9,7,8,4 and 3 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 397843-67:
(8*3)+(7*9)+(6*7)+(5*8)+(4*4)+(3*3)+(2*6)+(1*7)=213
213 % 10 = 3
So 397843-67-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H14BNO3/c1-7(2)12-10(13)8-3-5-9(6-4-8)11(14)15/h3-7,14-15H,1-2H3,(H,12,13)

397843-67-3 Well-known Company Product Price

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  • Alfa Aesar

  • (H52925)  4-(Isopropylcarbamoyl)benzeneboronic acid, 95%   

  • 397843-67-3

  • 250mg

  • 579.0CNY

  • Detail
  • Alfa Aesar

  • (H52925)  4-(Isopropylcarbamoyl)benzeneboronic acid, 95%   

  • 397843-67-3

  • 1g

  • 1852.0CNY

  • Detail

397843-67-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (4-(Isopropylcarbamoyl)phenyl)boronic acid

1.2 Other means of identification

Product number -
Other names 4-(N-Isopropylaminocarbonyl)phenylboronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:397843-67-3 SDS

397843-67-3Downstream Products

397843-67-3Relevant articles and documents

Multistep phase-switch synthesis by using liquid-liquid partitioning of boronic acids: Productive tags with an expanded repertoire of compatible reactions

Mothana, Sam,Grassot, Jean-Marie,Hall, Dennis G.

supporting information; experimental part, p. 2883 - 2887 (2010/07/06)

(Figure Presented) Tagging along: A system for phase-switch synthesis has been developed. The boronic acid functionality is used as a phase tag that complexes to sorbitol and facilitates compound transfer from an organic solvent to water at high pH. The phase tag can then be used in a productive reaction step to generate targeted products, thereby eliminating purification by silica gel chromatography.

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

Gravel, Michael,Thompson, Kim A.,Zak, Mark,Berube, Christian,Hall, Dennis G.

, p. 3 - 15 (2007/10/03)

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.

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