849062-22-2 Usage
Uses
Used in Pharmaceutical Industry:
trans-2-(3-Fluorophenyl)vinylboronic acid is used as a reactant for the enantioselective and diastereoselective synthesis of tetracyclines. This synthesis involves metal-catalyzed ring opening of meso-oxabicyclic alkenes, followed by hydrogenation and Friedel-Crafts alkylation, allowing for the production of chiral tetracycline derivatives with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, trans-2-(3-Fluorophenyl)vinylboronic acid is utilized as a reactant for palladium-catalyzed Suzuki-Miyaura coupling reactions. This cross-coupling method enables the formation of carbon-carbon bonds between the boronic acid and various organic electrophiles, facilitating the synthesis of complex organic molecules with potential applications in materials science and medicinal chemistry.
Used in Anticonvulsant Drug Development:
trans-2-(3-Fluorophenyl)vinylboronic acid is employed in the preparation of anticonvulsant agents. Its unique structure and reactivity contribute to the development of new compounds with potential anticonvulsant properties, offering a valuable tool for the treatment of epilepsy and other seizure disorders.
Used in Anticancer Drug Development:
trans-2-(3-Fluorophenyl)vinylboronic acid is also used in the preparation of piperazinyl pyrimidylhydroxamic acid derivatives, which function as histone deacetylase inhibitors and exhibit antitumor activity. By targeting epigenetic modifications, these derivatives have the potential to modulate gene expression and inhibit the growth of cancer cells.
Used in Material Science:
In the material science field, trans-2-(3-Fluorophenyl)vinylboronic acid is used for the preparation of ethyl-substituted conjugated dienoates and dienones through stereoselective Suzuki cross-coupling. These conjugated systems can be employed in the development of novel materials with specific optical, electronic, or mechanical properties, such as organic semiconductors or polymers with tailored characteristics.
Check Digit Verification of cas no
The CAS Registry Mumber 849062-22-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,4,9,0,6 and 2 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 849062-22:
(8*8)+(7*4)+(6*9)+(5*0)+(4*6)+(3*2)+(2*2)+(1*2)=182
182 % 10 = 2
So 849062-22-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H8BFO2/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,11-12H/b5-4+
849062-22-2Relevant articles and documents
Cu-catalyzed [2 + 2 + 1] cascade annulation of vinyl iodonium salts with elemental sulfur/selenium for the modular synthesis of thiophenes and selenophenes
Chen, Chao,Wang, Fei,Wu, Chao,Wu, Yaxing
supporting information, p. 945 - 949 (2022/02/01)
A [2 + 2 + 1] annulation protocol has been established for the modular synthesis of 2,4-disubstituted thiophenes/selenophenes, with excellent regioselectivity. The reactions have been catalyzed by copper salt with elemental sulfur and selenium serving as
Synthesis of α-Borylated Ketones by Regioselective Wacker Oxidation of Alkenylboronates
Corless, Victoria B.,Holownia, Aleksandra,Foy, Hayden,Mendoza-Sanchez, Rodrigo,Adachi, Shinya,Dudding, Travis,Yudin, Andrei K.
supporting information, p. 5300 - 5303 (2018/09/12)
As part of a program aimed at metal-catalyzed oxidative transformations of molecules with carbon-metalloid bonds, the synthesis of α-borylated ketones is reported via regioselective TBHP-mediated Wacker-type oxidation of N-methyliminodiacetic acid (MIDA)-protected alkenylboronates. The observed regioselectivity correlates with the hemilabile nature of the B-N dative bond in the MIDA boronate functional group, which allows boron to guide selectivity through a neighboring group effect.
