Category: 2051-95-8

Espadinha, Margarida published the artcileIdentification of tetracyclic lactams as NMDA receptor antagonists with potential application in neurological disorders, Category: catalysis-chemistry, the publication is European Journal of Medicinal Chemistry (2020), 112242, database is CAplus and MEDLINE.

The synthesis and pharmacol. evaluation of a new scaffold with antagonistic activity for NMDAR was reported. Specifically, a chem. library of eighteen 1-aminoindan-2-ol tetracyclic lactams was synthesized and screened as NMDAR antagonists. The compounds were obtained by chiral pool synthesis using enantiomerically pure 1-aminoindan-2-ols as chiral inductors, and their stereochem. was proven by X-ray crystallog. anal. of two target compounds Most compounds reveal NMDAR antagonism, and eleven compounds display IC₅₀ values in a Ca²⁺ entry-sensitive fluo-4 assay in the same order of magnitude of memantine, a clin. approved NMDAR antagonist. Docking studies suggest that the novel compounds can act as NMDAR channel blockers since there is a compatible conformation with MK-801 co-crystallized with NMDAR channel. In addition, we show that the tetracyclic 1-aminoindan-2-ol derivatives are brain permeable and non-toxic, and we identify promising hits for further optimization as modulators of the NMDAR function.

European Journal of Medicinal Chemistry published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jana, Sadhan published the artcileSynthesis of Novel C₂-Symmetric Sulfur-Based Catalysts: Asymmetric Formation of Halo- and Seleno-Functionalized Normal- and Medium-Sized Rings, Synthetic Route of 2051-95-8, the publication is Synlett (2019), 30(14), 1667-1672, database is CAplus.

The synthesis of novel, highly functionalized, C₂-sym. sulfur-based catalysts was developed and their catalytic applications explored in the asym. bromo-, iodo- and seleno-functionalizations of alkenoic acids, e.g., 2-(3-buten-1-yl)benzoic acid. This protocol provides the corresponding normal- and medium-sized bromo, iodo and selenolactones, e.g., I, in up to 98% yield and 83% stereoselectivity.

Synlett published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Synthetic Route of 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yoshimura, Tomoyuki published the artcileDevelopment of nitrolactonization mediated by iron(III) nitrate nonahydrate, Formula: C10H10O3, the publication is Chemical & Pharmaceutical Bulletin (2020), 68(12), 1220-1225, database is CAplus and MEDLINE.

The nitrolactonization of alkenyl carboxylic acids mediated by Fe(NO₃)₃¡¤9H₂O was developed. Nitrolactones I [R = H, OMe, NO₂, CN] and II [R¹ = H, Br, Me, OMe] were obtained in up to 93% yield by treatment of alkenyl carboxylic acids with Fe(NO₃)₃¡¤9H₂O. Mechanistic studies disclosed that the reaction proceeded through a radical intermediate generated from addition of NO₂ to alkenyl carboxylic acids.

Chemical & Pharmaceutical Bulletin published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C3H5BN2O2, Formula: C10H10O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Dolui, Pritam published the artcileA Catalyst and Solvent Free Route for the Synthesis of N-Substituted Pyrrolidones from Levulinic Acid, Quality Control of 2051-95-8, the publication is Chemistry – A European Journal (2022), 28(43), e202200829, database is CAplus and MEDLINE.

An efficient, metal-free, catalyst-free and solvent-free methodol. for the reductive amination of levulinic acid with different anilines was developed using HBpin as the reducing reagent. This protocol offered an excellent method to avoid solvents and added catalysts on the synthesis of different kinds of N-substituted pyrrolidones under metal free conditions. It is also the first report for the synthesis of different pyrrolidones by solvent-free as well as catalyst-free methods. The proposed mechanism for the formation of pyrrolidone was supported by DFT calculations and control experiments

Chemistry – A European Journal published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Quality Control of 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Xiong, Zhichao published the artcileEnantioselective synthesis of chiral multicyclic ¦Ã-lactones via dynamic kinetic resolution of racemic ¦Ã-keto carboxylic acids, Computed Properties of 2051-95-8, the publication is Organic Chemistry Frontiers (2020), 7(1), 104-108, database is CAplus.

Ru-Catalyzed asym. transfer hydrogenation of ¦Ã-keto carboxylic acids was achieved by using the formic acid-triethylamine azeotrope as the hydrogen source, affording chiral multicyclic ¦Ã-lactones in high yields with excellent diastereo- and enantioselectivities (up to 92% yield, >20 : 1 dr and 99% ee). This method provided a highly efficient approach to obtain valuable multicyclic ¦Ã-lactones through a reduction/lactonization sequence. Moreover, a concise synthetic route to obtain bioactive mols. (+)-GR24 and (+)-epi-GR24 had also been developed by using this methodol. as a key step.

Organic Chemistry Frontiers published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C9H17NO, Computed Properties of 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Borowiecki, Pawel published the artcileBiocatalytic Asymmetric Reduction of ¦Ã-Keto Esters to Access Optically Active ¦Ã-Aryl-¦Ã-butyrolactones, Application of 3-Benzoylpropionicacid, the publication is Advanced Synthesis & Catalysis (2020), 362(10), 2012-2029, database is CAplus.

An efficient stereoselective syntheses of a series of functionalized optically active ¦Ã-aryl-¦Ã-butyrolactones is achieved by enzymic asym. reduction of the corresponding sterically demanding ¦Ã-keto esters employing wild-type and recombinant alc. dehydrogenases. The best stereoselectivities for the reduction via hydrogen transfer was obtained with two short chain dehydrogenases (SDRs) of complementary stereospecificity from Aromatoleum aromaticum, namely the Prelog-specific NADH-dependent (S)-1-phenylethanol dehydrogenase [(S)-PED] and the anti-Prelog-specific (R)-1-(4-hydroxyphenyl)-ethanol dehydrogenase [(R)-HPED], resp. Biotransformations catalyzed by both enzymes, followed by TFA-catalyzed cyclization of the resulting ¦Ã-hydroxy esters, furnished the resp. (S)- and (R)-configured products with exquisite optical purity (up to >99% ee). The synthetic value was demonstrated on preparative scale for the asym. bioreduction of the model compound, Me 4-oxo-4-phenylbutanoate, affording optically pure (S)-¦Ã-phenyl-¦Ã-butyrolactone (>99% ee) in 67-74% isolated yield at 89-95% conversion depending on the applied scale.

Advanced Synthesis & Catalysis published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Application of 3-Benzoylpropionicacid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Shi, Yongjie published the artcileDirect Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters, Safety of 3-Benzoylpropionicacid, the publication is Organic Letters (2020), 22(7), 2707-2713, database is CAplus and MEDLINE.

A broadly applicable synthesis of enantioenriched NH lactams e.g., I through a one-pot asym. reductive amination/cyclization sequence of easily available keto acids/esters e.g., C₆H₅C(O)(CH₂)₂C(O)OMe was reported. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification This strategy is capable of constructing enantioenriched lactams e.g., I in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodol.

Organic Letters published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C3H5F3O, Safety of 3-Benzoylpropionicacid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Santra, Sourav K. published the artcileVisible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator, Related Products of catalysis-chemistry, the publication is Journal of Organic Chemistry (2021), 86(1), 1164-1171, database is CAplus and MEDLINE.

A visible-light-mediated benzylic C-H oxygenation reaction was reported. The reaction is initiated by solar light or the blue LED activation of 9,10-dibromoanthracene in a reaction with oxygen and takes place at ambient temperature and air pressure. Secondary benzylic positions are oxygenated to ketones, while tertiary benzylic carbons are oxygenated to give hydroperoxides. Notably, cumene hydroperoxide is produced in a higher yield and at milder conditions than the currently employed industrial conditions.

Journal of Organic Chemistry published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sun, Wenxue published the artcileDesign, semi-synthesis and bioactivity evaluation of novel podophyllotoxin derivatives as potent anti-tumor agents, COA of Formula: C10H10O3, the publication is Bioorganic Chemistry (2022), 105906, database is CAplus and MEDLINE.

In this study, a series of potential candidate mols. with excellent antitumor activity targeting tubulin and PTEN/PI3K/Akt signaling pathway was synthesized by modifying the mol. structure of podophyllotoxin (PPT) at the C-4 position via a structure-guided drug design approach. MTT assay results indicated that compound 12c had stronger anti-proliferative activities against HGC-27, MCF-7 and H460 cell lines than etoposide (VP-16), especially for HGC-27 (12c: IC50 = 0.89 ¡À 0.023 ¦ÌM; PPT: IC50 = 6.54 ¡À 0.69 ¦ÌM, VP-16: IC50 = 2.66 ¡À 0.28 ¦ÌM) with lower affect in healthy human cells (293 T and GES-1). Further pharmacol. anal. exhibited that 12c could bind the tubulin at the colchicine site and disrupt the dynamic equilibrium of microtubules. Moreover, 12c also suppressed the expressions/activities of matrix metalloprotease (MMP)-2, vimentin and up-regulation E-cadherin suggesting that 12c could block the epithelial-mesenchymal transition (EMT). The increased cell survival and invasion/migration were associated with the inactivation of PTEN/PI3K/Akt, 12c could regulate this pathway and cascade influence on the mitochondrial pathway, eventually, leading to the cell apoptosis. Thus, 12c may have the potential to become a candidate mol. in gastric cancer clin. treatment.

Bioorganic Chemistry published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C13H13BO2S, COA of Formula: C10H10O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bunrit, Anon published the artcileH₃PO₂-Catalyzed Intramolecular Stereospecific Substitution of the Hydroxyl Group in Enantioenriched Secondary Alcohols by N-, O-, and S-Centered Nucleophiles to Generate Heterocycles, Product Details of C10H10O3, the publication is ACS Catalysis (2020), 10(2), 1344-1352, database is CAplus.

The direct intramol. stereospecific substitution of the hydroxyl group in enantiomerically enriched secondary benzylic, allylic, propargylic, and alkyl alcs. was successfully accomplished by phosphinic acid catalysis. The hydroxyl group was displaced by O-, S-, and N-centered nucleophiles to provide enantioenriched five-membered THF, pyrrolidine, and tetrahydrothiophene as well as six-membered tetrahydroquinolines and chromanes in up to a 99% yield and 100% enantiospecificity with water as the only byproduct. Mechanistic studies using both experiments and calculations have been performed for substrates generating 5-membered heterocycles. Rate studies show dependences in a catalyst, an internal nucleophile, and an electrophile, however, independence in an external nucleophile, an electrophile, or water. Kinetic isotope effect studies show an inverse KIE of k_H/k_D = 0.79. Furthermore, phosphinic acid does not promote S_N1 reactivity. Computational studies support a bifunctional role of the phosphinic acid in which activation of both nucleofuge and nucleophile occurs in a bridging S_N2-type transition state. In this transition state, the acidic hydrogen of phosphinic acid protonates the leaving hydroxyl group simultaneously as the oxo group partially deprotonates the nucleophile. Thereby, phosphinic acid promotes the substitution of the nonderivatized hydroxyl group in enantioenriched secondary alcs. by uncharged nucleophiles with conservation of the chirality from the alc. to the heterocycle.

ACS Catalysis published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Product Details of C10H10O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia