168267-41-2 Usage
Description
3,4-Difluorophenylboronic acid is an organic compound with the chemical formula C6H4BF2O2H. It is a white powder that serves as an essential building block in the synthesis of various organic compounds. 3,4-Difluorophenylboronic acid is particularly useful in the field of pharmaceuticals and materials science due to its unique chemical properties and reactivity.
Uses
Used in Pharmaceutical Industry:
3,4-Difluorophenylboronic acid is used as a building block for the synthesis of substituted 6-phenylpurine bases and nucleosides. These compounds exhibit significant cytostatic activity in various cell lines, such as CCRF-CEM, HeLa, and L1210, making them promising candidates for the development of new drugs to combat various diseases.
3,4-Difluorophenylboronic acid is also used in the preparation of a potent cell penetrant Legumain inhibitor, 10t. Legumain is a lysosomal cysteine protease that has been implicated in various diseases, including cancer and neurodegenerative disorders. Inhibitors of Legumain, such as 10t, can potentially be used as therapeutic agents to target these diseases.
Used in Chemical Industry:
3,4-Difluorophenylboronic acid serves as an intermediate in the synthesis of liquid crystals. Liquid crystals are materials that exhibit properties between those of conventional liquids and solid crystals. They have a wide range of applications, including display technologies, sensors, and optical devices. The use of 3,4-difluorophenylboronic acid in the synthesis of liquid crystal intermediates contributes to the development of advanced materials with improved performance and functionality.
Used in Suzuki Reaction:
3,4-Difluorophenylboronic acid is a key component in the Suzuki reaction, a widely used method for the formation of carbon-carbon bonds in organic synthesis. The Suzuki-Miyaura cross-coupling reaction involves the reaction of an organoboron compound, such as 3,4-difluorophenylboronic acid, with an organohalide or other electrophilic carbon species in the presence of a palladium catalyst. This reaction is highly versatile and allows for the formation of a variety of complex molecular structures, making it an invaluable tool in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.
Check Digit Verification of cas no
The CAS Registry Mumber 168267-41-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,8,2,6 and 7 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 168267-41:
(8*1)+(7*6)+(6*8)+(5*2)+(4*6)+(3*7)+(2*4)+(1*1)=162
162 % 10 = 2
So 168267-41-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H2F4O2/c7-1-2(8)5(11)4(10)6(12)3(1)9/h11-12H
168267-41-2Relevant articles and documents
Preparation and application of SBA-15-supported palladium catalyst for Suzuki reaction in supercritical carbon dioxide
Feng, Xiujuan,Yan, Mei,Zhang, Tao,Liu, Ying,Bao, Ming
experimental part, p. 1758 - 1766 (2011/01/12)
The external and internal surfaces of SBA-15 were modified by (MeO) 3SiPh and a phosphine ligand, (MeO)3SiCH 2CH2CH2SCH2C6H 4PPh2, before and after the template Pluronic P123 copolymer was removed, respectively. Palladium was then tethered within the cavity of the mesoporous material Ph-SBA-15-PPh3via a ligand-exchange reaction to provide a new supported palladium catalyst Ph-SBA-15-PPh 3-Pd. This catalyst was demonstrated to be a robust and active catalyst in Suzuki reaction of a wide range of aryl bromides with arylboronic acids in supercritical carbon dioxide. After the reaction mixtures were treated at 90 °C for 24 h, the crude coupling products were obtained as crystalline solids when the reaction temperature was lowered to room temperature and the carbon dioxide was then slowly released. The pure products can be obtained by simple recrystallization in good to excellent yields. The Ph-SBA-15-PPh 3-Pd catalyst has low leaching loss and can be reused at least 7 times without loss of activity.
Synthesis and monoamine transporter binding properties of 3α-(substituted phenyl)nortropane-2β-carboxylic acid methyl esters. Norepinephrine transporter selective compounds
Carroll, F. Ivy,Tyagi, Sameer,Blough, Bruce E.,Kuhar, Michael J.,Navarro, Hernn A.
, p. 3852 - 3857 (2007/10/03)
3α-(Substituted phenyl)nortropane-2β-carboxylic acid methyl esters (8a-h) showed high affinity for the norepinephrine transporter (NET). The most potent and selective compound was 3α-(3-fluoro-4-methylphenyl) nortropane-2β-carboxylic acid methyl ester (8d), with a Ki of 0.43 nM at the NET and 21- and 55-fold selectivity relative to binding at the dopamine and serotonin transporters. The development of 8d makes available compounds selective for all three transporters from the same structural class.