99769-19-4 Usage
Description
3-Methoxycarbonylphenylboronic acid is an organic compound that serves as a versatile building block in organic synthesis and medicinal chemistry. It is characterized by its white to light yellow crystal powder form and possesses unique chemical properties that make it suitable for various applications.
Uses
Used in Pharmaceutical Industry:
3-Methoxycarbonylphenylboronic acid is used as a key intermediate in the synthesis of substituted pyrazolylpyrimidinamine derivatives, which are known as protein kinase inhibitors. These inhibitors play a crucial role in the development of drugs targeting various diseases, including cancer and inflammatory conditions.
Used in Chemical Synthesis:
3-Methoxycarbonylphenylboronic acid is used as a reagent in the Suzuki reaction, a widely employed cross-coupling reaction for the formation of carbon-carbon bonds. This reaction is essential in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and natural products.
Used in Organic Chemistry Research:
3-Methoxycarbonylphenylboronic acid is utilized as a reagent in various organic reactions, such as tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence, copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, one-pot ipso-nitration of arylboronic acids, and copper-catalyzed nitration. These reactions contribute to the development of new synthetic methods and the preparation of novel compounds with potential applications in various fields.
Used in Material Science:
3-Methoxycarbonylphenylboronic acid is employed in the preparation of biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid. This process is crucial in the synthesis of materials with unique properties, such as chromenones and their bradykinin B1 antagonistic active compounds, which have potential applications in drug discovery.
Used in Nanotechnology:
3-Methoxycarbonylphenylboronic acid is used in the synthesis of Pt nanoparticles at photoactive metal-organic frameworks, resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injection. This application highlights the potential of 3-Methoxycarbonylphenylboronic acid in the development of advanced materials for energy conversion and storage.
Used in Biochemistry:
3-Methoxycarbonylphenylboronic acid is used in the synthesis of salicylate-based thienylbenzoic acids, which act as E. coli methionine aminopeptidase inhibitors. These inhibitors can be employed in the study of enzyme function and the development of new antimicrobial agents.
Check Digit Verification of cas no
The CAS Registry Mumber 99769-19-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,7,6 and 9 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 99769-19:
(7*9)+(6*9)+(5*7)+(4*6)+(3*9)+(2*1)+(1*9)=214
214 % 10 = 4
So 99769-19-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H9BO4/c1-13-8(10)6-3-2-4-7(5-6)9(11)12/h2-5,11-12H,1H3
99769-19-4Relevant articles and documents
Excellent quantum yield enhancement in luminescent metal-organic layer for sensitive detection of antibiotics in aqueous medium
Liu, Xun-Gao,Xiong, Yi,Xu, Yuan,Yu, Maoxing,Zhao, Zujin,Zhou, Ying-Ying
supporting information, (2021/12/20)
Luminescent metal-organic layers (LMOLs) that can effectively improve fluorescence quantum yield and sensing performance are rarely reported. Herein, a novel tetracarboxyl-substituted tetraphenylethene (TPE) ligand 1,1,2,2-tetrakis[(3-carboxyphenyl)phenyl
Synthesis method for carbalkoxy phenylboronic acid
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Paragraph 0015, (2017/07/20)
The invention relates to a synthesis method for carbalkoxy phenylboronic acid. Sulfoxide chloride is added into carboxy phenylboronic acid and alkyl alcohol, then a reflux reaction, cooling and filtering and high-temperature vacuum drying are carried out, then water is added, the mixture is stirred and then filtered, and carbalkoxy phenylboronic acid is obtained after room temperature drying. The synthesis method is easy and convenient to operate and high in yield, industrial production is easy to achieve, the market competitiveness of products of this kind is improved.
Palladium-catalyzed borylation of aryl and heteroaryl halides utilizing tetrakis(dimethylamino)diboron: One step greener
Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.
supporting information, p. 4814 - 4817,4 (2012/12/12)
The palladium-catalyzed borylation of aryl and heteroaryl halides with a novel borylating agent, tetrakis(dimethylamino)diboron [(Me2N) 2B-B(NMe2)2], is reported. The method is complementary to the previously reported method utilizing bis-boronic acid (BBA) in that certain substrates perform better under one set of optimized reaction conditions than the other. Because tetrakis(dimethylamino)diboron is the synthetic precursor to both BBA and bis(pinacolato)diboron (B 2Pin2), the new method represents a more atom-economical and efficient approach to current borylation methods.
