1622923-51-6 Usage
Description
Potassium (4-cyanobenzoyl)trifluoroborate, also known as a potassium acyltrifluoroborate (KAT), is a stable reagent derived from the potassium acyltrifluoroborate family. It is characterized by its ability to rapidly and selectively form amide bonds with hydroxylamines under aqueous conditions, without the need for additional coupling reagents or protecting groups. This unique property makes it a promising candidate for various applications in the field of chemistry and pharmaceuticals.
Uses
Used in Chemical Synthesis:
Potassium (4-cyanobenzoyl)trifluoroborate is used as a reagent for rapid and chemoselective amide bond formation with hydroxylamines. Its application is particularly useful in the synthesis of complex molecules and the development of new drugs, as it simplifies the process and reduces the need for additional reagents or protective measures.
Used in Pharmaceutical Research:
In the pharmaceutical industry, potassium (4-cyanobenzoyl)trifluoroborate is used as a key component in the development of new drugs. Its ability to form amide bonds under aqueous conditions without the need for coupling reagents or protecting groups makes it an attractive option for researchers looking to streamline the drug synthesis process and improve the overall efficiency of drug development.
Used in Research Collaborations:
Potassium (4-cyanobenzoyl)trifluoroborate was introduced in collaboration with the Bode Research Group, highlighting its potential for use in academic and industrial research settings. Its unique properties and applications make it a valuable tool for researchers working on various projects, from drug discovery to the development of new synthetic methods.
Check Digit Verification of cas no
The CAS Registry Mumber 1622923-51-6 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, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1622923-51:
(9*1)+(8*6)+(7*2)+(6*2)+(5*9)+(4*2)+(3*3)+(2*5)+(1*1)=156
156 % 10 = 6
So 1622923-51-6 is a valid CAS Registry Number.
1622923-51-6Relevant articles and documents
Catalytic Approach to Diverse α-Aminoboronic Acid Derivatives by Iridium-Catalyzed Hydrogenation of Trifluoroborate-Iminiums
?terman, Andrej,Ko?mrlj, Janez,?igart, Nina,Gobec, Stanislav,Sosi?, Izidor,?asar, Zdenko
, p. 2396 - 2402 (2021/01/26)
A series of structurally diverse benzyl protected trifluoroborate-ammoniums were prepared in good to high yields by an efficient hydrogenation of corresponding trifluoroborate-iminiums using Crabtree's catalyst. Subsequent N- and B-deprotections were demonstrated on selected examples to provide several α-aminoboronic acids. Preliminary experiments on asymmetric version of the reaction indicated a correlation between E/Z-ratio in the trifluoroborate-iminium substrate and enantioselectivity. The broad scope, operational simplicity and efficiency of the presented method imply its high potential for a facile access to libraries of α-aminoboronic acid derivatives that can be used in medicinal chemistry applications and beyond. (Figure presented.).
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.
