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Potassium 4-(ethyl carboxylate)benzoyltrifluoroborate, also known as an acyltrifluoroborate (KAT), is a stable reagent derived from the collaboration with the Bode Research Group. It is characterized by its ability to rapidly and chemoselectively form amide bonds with hydroxylamines under aqueous conditions, without the need for additional coupling reagents or protecting groups.

1622923-40-3

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1622923-40-3 Usage

Uses

Used in Pharmaceutical Industry:
Potassium 4-(ethyl carboxylate)benzoyltrifluoroborate is used as a reagent for the rapid and chemoselective formation of amide bonds with hydroxylamines. This application is particularly useful in the synthesis of various pharmaceutical compounds, as it streamlines the process and reduces the need for additional reagents or protecting groups.
Used in Chemical Research:
In the field of chemical research, potassium 4-(ethyl carboxylate)benzoyltrifluoroborate is used as a stable reagent for conducting amide bond forming reactions under aqueous conditions. This allows researchers to explore new chemical pathways and synthesize novel compounds with greater ease and efficiency.
Used in Material Science:
Potassium 4-(ethyl carboxylate)benzoyltrifluoroborate can be employed as a reagent in the development of new materials with specific properties, such as enhanced stability or reactivity. Its ability to form amide bonds under aqueous conditions without additional reagents makes it a valuable tool in material science research and development.
Overall, potassium 4-(ethyl carboxylate)benzoyltrifluoroborate is a versatile and stable reagent with a wide range of applications in various industries, including pharmaceuticals, chemical research, and material science. Its unique properties make it a valuable asset for researchers and scientists working on the development of new compounds and materials.

Check Digit Verification of cas no

The CAS Registry Mumber 1622923-40-3 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,6,2,2,9,2 and 3 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1622923-40:
(9*1)+(8*6)+(7*2)+(6*2)+(5*9)+(4*2)+(3*3)+(2*4)+(1*0)=153
153 % 10 = 3
So 1622923-40-3 is a valid CAS Registry Number.

1622923-40-3 Well-known Company Product Price

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  • Aldrich

  • (804320)  Potassium 4-ethoxycarbonylbenzoyltrifluoroborate  

  • 1622923-40-3

  • 804320-1G

  • 2,206.62CNY

  • Detail

1622923-40-3Relevant academic research and scientific papers

Catalytic Synthesis of Potassium Acyltrifluoroborates (KATs) through Chemoselective Cross-Coupling with a Bifunctional Reagent

Wu, Dino,Fohn, Nicole A.,Bode, Jeffrey W.

supporting information, p. 11058 - 11062 (2019/07/17)

Potassium acyltrifluoroborates (KATs) are increasingly important functional groups, and general methods for their preparation are of great current interest. We report a bifunctional iminium reagent bearing both a tin nucleophile and a trifluoroborate, which was applied in chemoselective Pd0-catalyzed Migita–Kosugi–Stille cross-coupling reactions owith aryl and vinyl halides. This method gives access to previously inaccessible aromatic and α,β-unsaturated acyltrifluoroborates, including precursors to amino-acid derived KATs.

Synthesis of Bifunctional Potassium Acyltrifluoroborates

Liu, Sizhou M.,Mazunin, Dmitry,Pattabiraman, Vijaya R.,Bode, Jeffrey W.

supporting information, p. 5336 - 5339 (2016/11/02)

New bifunctional potassium acyltrifluoroborate (KAT) substrates have been synthesized in gram scale using optimized reaction conditions. Chemoselective transformation of functional groups in the presence of an acyltrifluoroborate has been demonstrated, an

A reagent for the one-step preparation of potassium acyltrifluoroborates (KATs) from aryl- and heteroarylhalides

Eroes, Gabor,Kushida, Yo,Bode, Jeffrey W.

supporting information, p. 7604 - 7607 (2014/08/05)

Potassium acyltrifluoroborates (KATs) are fascinating functional groups whose further exploration is limited by poor synthetic access. Documented herein is the design and synthesis of a new reagent for their one-step preparation from aryl- and heteroarylhalides. The reagent is a stable, soluble zwitterion prepared by S-alkylation of a novel thioformamide trifluoroboronate. The KATs are prepared by adding one equivalent of nBuLi to a mixture of the aryl halide and the reagent at -78 C. This protocol is suitable for the preparation of KATs containing pyridines, esters, nitro groups, and halides.

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