Category: 33166-79-9

Copper-catalyzed decarboxylative propargylation/hydroamination reactions: access to C3 灏?ketoester-functionalized indoles was written by Wang, Sasa;Liu, Miao;Chen, Xinzheng;Wang, Huifei;Zhai, Hongbin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Computed Properties of C12H14O3 This article mentions the following:

A copper-catalyzed reaction of ethynyl benzoxazinanones with readily accessible 灏?ketoesters via a decarboxylative propargylation/hydroamination sequence was developed. This protocol furnished a diverse range of C3 灏?hydroxyester-functionalized indoles I [R¹ = H, 4-Me, 5-Me, 5-OMe, etc.; R² = Me, Ph, Bn, etc.; R³ = Et, i-Pr, Bn, etc.] in good to excellent yields. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Computed Properties of C12H14O3).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Computed Properties of C12H14O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Structural insight into the optimization of ethyl 5-hydroxybenzo[g]indol-3-carboxylates and their bioisosteric analogues as 5-LO/m-PGES-1 dual inhibitors able to suppress inflammation was written by Bruno, Ferdinando;Errico, Suann;Pace, Simona;Nawrozkij, Maxim B.;Mkrtchyan, Arthur S.;Guida, Francesca;Maisto, Rosa;Olgac, Abdurrahman;D’Amico, Michele;Maione, Sabatino;De Rosa, Mario;Banoglu, Erden;Werz, Oliver;Fiorentino, Antonio;Filosa, Rosanna. And the article was included in European Journal of Medicinal Chemistry in 2018.Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

The release of pro-inflammatory mediators, such as prostaglandines (PGs) and leukotrienes (LTs), arising from the arachidonic acid (AA) cascade, play a crucial role in initiating, maintaining, and regulating inflammatory processes. New dual inhibitors of 5-lipoxygenase (5-LO) and microsomal prostaglandin E₂ synthase-1 (mPGES-1), that block, at the same time, the formation of PGE₂ and LTs, are currently emerged as a highly interesting drug candidates for better pharmacotherapie of inflammation-related disorders. Following our previous studies, we here performed a detailed structure-based design of benzo[g]indol-3-carboxylate derivatives, disclosing several new key factors that affect both enzyme activity. Et 2-(3,4-dichlorobenzyl)-5-hydroxy-1H-benzo[g]indole-3-carboxylate (4b, RAF-01) and Et 2-(3,4-dichlorophenyl)-5-hydroxy-1H-benzo[g]indole-3-carboxylate (7h, RAF-02) emerged as the most active compounds of the series. Addnl., together with selected structure based analogs, both derivatives displayed significant in vivo anti-inflammatory properties. In conclusion, modeling and exptl. studies lead to the discovery of new candidate compounds prone to further developments as multi-target inhibitors of the inflammatory pathway. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Efficient P-Chiral Biaryl Bisphosphorus Ligands for Palladium-Catalyzed Asymmetric Hydrogenation was written by Jiang, Wenhao;Zhao, Qing;Tang, Wenjun. And the article was included in Chinese Journal of Chemistry in 2018.Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

Five structurally novel P-chiral bis(benzooxaphosphole) ligands (BABIBOPs) are developed, providing high efficiency for the 1st time in Pd-catalyzed asym. hydrogenation of 灏?aryl and 灏?alkyl substituted 灏?keto esters. With a palladium BABIBOP catalyst, chiral 灏?hydroxyl carboxylic esters are formed in excellent enantioselectivities (up to>99% ee) and yields at catalyst loading as low as 0.01 mol%. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Antitumor Agents. 174. 2′,3′,4′,5,6,7-Substituted 2-Phenyl-1,8-naphthyridin-4-ones: Their Synthesis, Cytotoxicity, and Inhibition of Tubulin Polymerization was written by Chen, Ke;Kuo, Sheng-Chu;Hsieh, Ming-Chieh;Mauger, Anthony;Lin, Chii M.;Hamel, Ernest;Lee, Kuo-Hsiung. And the article was included in Journal of Medicinal Chemistry in 1997.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

Two series of 2′,3′,4′,5,6,7-substituted 2-phenyl-1,8-naphthyridin-4-ones and 2-phenylpyrido[1,2-a]pyrimidin-4-ones have been synthesized and evaluated as cytotoxic compounds and as inhibitors of tubulin polymerization Most 2-phenyl-1,8-naphthyridin-4-ones showed potent cytotoxic and anti-tubulin activities, whereas 2-phenylpyrido[1,2-a]pyrimidin-4-ones showed no activity in either assay. In general, a good correlation was found between cytotoxicity and inhibition of tubulin polymerization in the 2-phenyl-1,8-naphthyridin-4-one series. The 2-phenyl-1,8-naphthyridin-4-ones with a methoxy group at the 3′-position showed potent cytotoxicity against most tumor cell lines with GI₅₀ values in the low micromolar to nanomolar concentration range in the National Cancer Institute’s 60 human tumor cell line in vitro screen. Introduction of substituents (e.g. F, Cl, CH₃, and OCH₃) at the 4′-position led to compounds with reduced or little activity and substitution at the 2′-position resulted in inactive compounds The effects of various A-ring substitutions on activity depend on the substitution in ring C. Compounds 44-50 were potent inhibitors of tubulin polymerization, with activity nearly comparable to that of the potent antimitotic natural products colchicine, podophyllotoxin, and combretastatin A-4. 2-Phenyl-1,8-naphthyridin-4-ones also inhibited the binding of radiolabeled colchicine to tubulin, but the inhibition was less potent than that obtained with the natural products. Further investigation is underway to determine if substitution at the 3′-position and multi-substitutions in ring C will result in compounds with increased activity. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esters contain a carbonyl center, which gives rise to 120鎺?C閳ユ弲閳ユ彊 and O閳ユ弲閳ユ彊 angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C閳ユ彊閳ユ弲 bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electrochemical Oxidative Cyclization: Synthesis of Polysubstituted Pyrrole from Enamines was written by Chen, Zhiwei;Shi, Guang;Tang, Wei;Sun, Jie;Wang, Wenxing. And the article was included in European Journal of Organic Chemistry in 2021.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

A conceptually novel method for the preparation of pyrrole is described by electrochem.-oxidation-induced intermol. annulation via enamines. In a simple undivided cell, based on a sodium acetate-facilitated, polysubstituted pyrrole derivations has been facilely synthesized under external oxidant-free condition. This electrosynthetic approach providing an environmentally benign protocol for C-C bond cross-coupling and oxidative annulation, which features unparalleled broad scope of substrates and practicality. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Palladium catalyzed hydrolysis-free arylation of aliphatic nitriles for the synthesis of 4-arylquinolin-2-one/pyrazolone derivatives was written by Krishna Reddy, Singarajanahalli Mundarinti;Prasanna Kumari, Subramaniyan;Selva Ganesan, Subramaniapillai. And the article was included in Tetrahedron Letters in 2021.Reference of 33166-79-9 This article mentions the following:

Palladium catalyzed addition of arylboronic acid to the readily available 2-cyano-(N-aryl)-acetamide or ethyl-2-cyanoacetate followed by subsequent reaction transform them into the biol. significant 4-arylquinolin-2-one or pyrazolone derivatives The reaction conditions are robust enough to prevent the hydrolysis of ester/amide moiety during arylation. In addition, the unactivated nitrile moiety in the acetonitrile also converted to the corresponding acetophenone derivative In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Reference of 33166-79-9).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Reference of 33166-79-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthesis of 2-aminothiazole derivatives was written by Choudhari, S. R.;Goswami, D. D.;Thakar, K. A.. And the article was included in Journal of the Indian Chemical Society in 1978.SDS of cas: 33166-79-9 This article mentions the following:

Fourteen I [R = 4,2-Cl(HO)C₆H₃ 3,4-Cl₂C₆H₃, 2,5-BrMeC₆H₃, etc.; R¹ = H] were prepared by cyclocondensation of acetophenones, 2-haloacetophenones, and benzoylacetate esters with thiourea. Six I (R¹ = p-H₂NC₆H₄SO₂) were prepared from the resp. I (R¹ = H). The hypo- and hyperglycemic activity of nine I were tabulated. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9SDS of cas: 33166-79-9).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.SDS of cas: 33166-79-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Atroposelective Phosphoric Acid Catalyzed Three-Component Cascade Reaction: Enantioselective Synthesis of Axially Chiral N-Arylindoles was written by Wang, Lei;Zhong, Jialing;Lin, Xufeng. And the article was included in Angewandte Chemie, International Edition in 2019.Application of 33166-79-9 This article mentions the following:

An efficient organocatalytic atroposelective three-component cascade reaction of 2,3-diketoesters, aromatic amines, and 1,3-cyclohexanediones has been developed for the highly enantioselective synthesis of axially chiral N-arylindoles. The success of this method derives from the use of a newly developed second-generation chiral spirocyclic phosphoric acid as the catalyst. In addition, this protocol was extended to the synthesis of an axially chiral monophosphorus ligand. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Application of 33166-79-9).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Application of 33166-79-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

One-pot synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans was written by Sheremetev, A. B.. And the article was included in Russian Chemical Bulletin in 2005.Related Products of 33166-79-9 This article mentions the following:

A one-pot process involving hydrolysis of the corresponding ester of a β-aryl- or β-hetaryl-β-oxo acid, nitrosation at the activated methylene group, and treatment of the resulting intermediate with an alk. solution of hydroxylamine in the presence of urea, afforded the title compounds In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Related Products of 33166-79-9).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Related Products of 33166-79-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Iron Catalyzed Asymmetric Hydrogenation of Ketones was written by Li, Yanyun;Yu, Shenluan;Wu, Xiaofeng;Xiao, Jianliang;Shen, Weiyi;Dong, Zhenrong;Gao, Jingxing. And the article was included in Journal of the American Chemical Society in 2014.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

Chiral mols., such as alcs., are vital for the manufacturing of fine chems., pharmaceuticals, agrochems., fragrances, and novel materials. These mols. need to be produced in high yield and high optical purity and preferentially catalytically. Among all the asym. catalytic reactions, asym. hydrogenation with H₂ (AH) is the most widely used in the industry. With few exceptions, these AH processes use catalysts based on the three critical metals, rhodium, ruthenium, and iridium. Herein we describe a simple, industrially viable iron catalyst that allows for the AH of ketones, a process currently dominated by ruthenium and rhodium catalysts. By combining a chiral, 22-membered macrocyclic ligand with the cheap, readily available Fe₃(CO)₁₂, a wide variety of ketones have been hydrogenated under 50 bar H₂ at 45-65°, affording highly valuable chiral alcs. with enantioselectivities approaching or surpassing those obtained with the noble metal catalysts. In contrast to AH by most noble metal catalysts, the iron-catalyzed hydrogenation appears to be heterogeneous. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Safety of Ethyl 3-oxo-3-(m-tolyl)propanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics