7719-08-6Relevant academic research and scientific papers
Photocatalyzed, β-Selective Hydrocarboxylation of α,β-Unsaturated Esters with CO2under Flow for β-Lactone Synthesis
Kang, Guowei,Romo, Daniel
, p. 1309 - 1315 (2021/02/01)
A photocatalyzed, β-selective hydrocarboxylation of α,β-unsaturated esters employing CO2 radical anion generated under flow conditions was developed. A range of substrates bearing a variety of functional groups were tolerated, demonstrating chemoselectivity. A series of quaternary carboxylic acids were obtained from sterically demanding β,β-disubstituted alkenes including those derived from natural products. Mechanistic studies support a Giese-type CO2 radical anion conjugate addition followed by hydrogen atom transfer from (TMS)3SiH as the principal reaction pathway. Finally, a telescoped process involving the described β-carboxylation followed by a α-bromination/β-lactonization sequence provides a strategy for β-lactone synthesis.
Synthesis method of trans 1 and 2 - cyclohexane dicarboxylic acid monomethylester
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Paragraph 0044-0048; 0049-0053, (2021/08/25)
The invention provides a synthesis method of trans 1 and 2 - cyclohexane dicarboxylic acid monomethylester, and belongs to the field of organic synthesis. The trans 1-2 -cyclohexane dicarboxylic acid monomethylester synthesis method comprises the following steps: trans-cyclohexane -1 and 2 -dicarboxylic acid anhydride. The methanol and solvent is added to the reaction vessel, stirred and purified to obtain the target product trans 1, 2 - cyclohexanedicarboxylate, wherein the solvent is any one or more of tetrahydrofuran, 2 - methyltetrahydrofuran, benzene, toluene, methylene chloride, chloroform, ethyl acetate, methyl acetate or diethyl ether. Since a specific solvent is selected for the reaction solvent, racemization does not occur in the process of synthesizing trans 1 and 2 - cyclohexane dicarboxylic acid monomethyl ester, and the trans ee and 1 cyclohexane dicarboxylic acid monomethyl ester with higher 2 - value can be finally obtained.
Synthesis of trans-fused octahydroisoindole-1-carboxylic acids
Laborda, Pedro,Sayago, Francisco J.,Cativiela, Carlos,Gotor, Vicente
, p. 404 - 411 (2018/05/22)
trans-Fused octahydroisoindole-1-carboxylic acids are bicyclic proline analogues of potential interest in the search for new drugs. Within this work, the trans-fused octahydroisoindole system has been constructed using methyl trans-2-(hydroxymethyl)cycloh
HEPATITIS C VIRUS INHIBITORS AND USES THEREOF IN PREPARATION OF DRUGS
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Paragraph 0682; 0683, (2017/12/17)
A series of hepatitis C virus (HCV) inhibitors and compositions and applications thereof in the preparation of drugs for treating chronic HCV infection. Especially, a series of compounds that are used as NS5A inhibitors, and compositions and uses thereof in the preparations of drugs.
Monomeric and Dimeric 9-O Anthraquinone and Phenanthryl Derivatives of Cinchona Alkaloids as Chiral Solvating Agents for the NMR Enantiodiscrimination of Chiral Hemiesters
Uccello Barretta, Gloria,Mandoli, Alessandro,Balzano, Federica,Aiello, Federica,De Nicola, Beatrice,Del Grande, Alessandro
, p. 693 - 699 (2015/10/12)
Mono- and bis-alkaloid chiral auxiliaries with anthraquinone or phenanthryl cores were probed as chiral solvating agents (CSAs) for the enantiodiscrimination of chiral cyclic hemiesters. The dimeric anthraquinone derivative and the monomeric phenanthryl o
PROCESS OF MAKING PROSTACYCLIN COMPOUNDS WITH LINKER THIOL AND PEGYLATED FORMS
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Paragraph 197; 198, (2014/09/30)
A process provides for producing chiral prostacyclin derivatives of Formula (I) in high yield from meso anhydrides.
Synthetic studies on CP-225,917 and CP-263,114: Access to advanced tetracyclic systems by intramolecular conjugate displacement and [2,3]-wittig rearrangement
Malihi, Farzad,Clive, Derrick L. J.,Chang, Che-Chien,Minaruzzaman
, p. 996 - 1013 (2013/04/10)
An advanced intermediate related to the structures of CP-225,917 and CP-263,114 was constructed by a sequence based on the use of Grob-like fragmentation, intramolecular conjugate displacement, and [2,3]-Wittig rearrangement. A variant of the [2,3]-Wittig rearrangement was developed.
The immobilisation of chiral organocatalysts on magnetic nanoparticles: The support particle cannot always be considered inert
Gleeson, Oliver,Davies, Gemma-Louise,Peschiulli, Aldo,Tekoriute, Renata,Gun'Ko, Yurii K.,Connon, Stephen J.
scheme or table, p. 7929 - 7940 (2011/12/04)
A systematic study concerning the immobilisation onto magnetic nanoparticles of three useful classes of chiral organocatalyst which rely on a confluence of weak, easily perturbed van der Waals and hydrogen bonding interactions to promote enantioselective
Structure-activity relationships of cycloalkylamide derivatives as inhibitors of the soluble epoxide hydrolase
Kim, In-Hae,Park, Yong-Kyu,Hammock, Bruce D.,Nishi, Kosuke
experimental part, p. 1752 - 1761 (2011/05/05)
Structure-activity relationships of cycloalkylamide compounds as inhibitors of human sEH were investigated. When the left side of amide function was modified by a variety of cycloalkanes, at least a C6 like cyclohexane was necessary to yield reasonable inhibition potency on the target enzyme. In compounds with a smaller cycloalkane or with a polar group on the left side of amide function, no inhibition was observed. On the other hand, increased hydrophobicity dramatically improved inhibition potency. Especially, a tetrahydronaphthalene (20) effectively increased the potency. When a series of alkyl or aryl derivatives of cycloalkylamide were investigated to continuously optimize the right side of the amide pharmacophore, a benzyl moiety functionalized with a polar group produced highly potent inhibition. A nonsubstituted benzyl, alkyl, aryl, or biaryl structure present on the right side of the cycloalkylamide function induced a big decrease in inhibition potency. Also, the resulting potent cycloalkylamide (32) showed reasonable physical properties.
A new structural motif for bifunctional bronsted acid/base organocatalysis
Wakchaure, Vijay N.,List, Benjamin
supporting information; experimental part, p. 4136 - 4139 (2010/08/07)
"Chemical equation presented" Naturally synthetic: Acid/base catalyst (S)-I can be used in highly enantioselective alcoholytic desymmetrizations of meso anhydrides. For example, the methanolysis of cyclobutane anhydride deriva-tive 2 gave hemiester 3 in 99:1 e.r. (see scheme). Ester 3 was used in a short enantioselective synthesis of (+ )-grandisol.
