623-47-2 Archives - Page 10 of 12 - Esters-buliding-blocks

Sacarescu, Liviu’s team published research in Journal of Photochemistry and Photobiology, A: Chemistry in 2022 | CAS: 623-47-2

Ethyl propiolate(cas: 623-47-2) is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.Product Details of 623-47-2

《Synthesis, structural characterization, photophysical study and investigation as fluorescent sensor towards metal ions of 1,2,3-triazole-azaindene hybrids》 was written by Sacarescu, Liviu; Dascalu, Mihaela; Chibac-Scutaru, Andreea-Laura; Roman, Gheorghe. Product Details of 623-47-2This research focused ontriazole azaindene metal ion detection optical structural property. The article conveys some information:

The effect of conjugation between 1,2,3-triazole ring system and azaindene scaffolds (either indolizine or imidazo[1,2-a]pyridine) on fluorescence has been examd Three novel 1,2,3-triazole-indolizine hybrids have been prepared either through the Chichibabin indolizine formation or using 1,3-dipolar cycloaddition of activated alkynes to a pyridinium N-ylide, while a structurally related 1,2,3-triazole-substituted imidazo[1,2-a]pyridine was obtained via the Chichibabin reaction. The structures of two of the 1,2,3-triazole-indolizine hybrids have been established by single crystal X-ray diffraction. All novel compounds were investigated using UV-vis spectroscopy. Comparison between the fluorescence of 1,2,3-triazole-azaindenes and the fluorescence of analogous azaindenes that lack the 1,2,3-triazole moiety has shown a twofold amplification of fluorescence as a result of incorporation of the 1,2,3-triazole ring system in the structure of the novel hybrids. The 1,2,3-triazole-susbstituted imidazo[1,2-a]pyridine exhibited a stronger fluorescence emission than related 1,2,3-triazole-indolizine hybrids, therefore the former compd sensing ability against metal ions was evaluated. The 1,2,3-triazole-substituted imidazo[1,2-a]pyridine showed selective detection towards Hg2+ and UO2+2 with similar detection limits of approx. 4.5 x 10-5 M. In the experiment, the researchers used Ethyl propiolate(cas: 623-47-2Product Details of 623-47-2)

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

Kunkalkar, Rupesh A.’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2019 | CAS: 623-47-2

In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Kunkalkar, Rupesh A.; Fernandes, Rodney A.. Electric Literature of C5H6O2. The article was titled 《Lewis acid-catalyzed annulative partial dimerization of 3-aryloxyacrylates to 4-arylchroman-2-ones: synthesis of analogues of tolterodine, RORγ inhibitors and a GPR40 agonist》. The information in the text is summarized as follows:

A beguiling annulative partial dimerization of 3-aryloxyacrylates to 4-arylchroman-2-ones e.g. I catalyzed by Lewis acid (BF3·OEt2) has been developed. The reaction involves two mols. of 3-aryloxyacrylate, resulting in the loss of one propiolate mol. to furnish 4-arylchroman-2-one, an important structural motif found in many natural products. This methodol. has been elaborated to synthesize analogs of tolterodine, RORγ inhibitors and a GPR40 agonist.Ethyl propiolate(cas: 623-47-2Electric Literature of C5H6O2) was used in this study.

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

Zou, Miancheng’s team published research in Journal of Polymer Science (Hoboken, NJ, United States) in 2022 | CAS: 623-47-2

In 2022,Zou, Miancheng; Zhao, Pengkun; Fan, Jilin; Gostl, Robert; Herrmann, Andreas published an article in Journal of Polymer Science (Hoboken, NJ, United States). The title of the article was 《Microgels as drug carriers for sonopharmacology》.Computed Properties of C5H6O2 The author mentioned the following in the article:

The ultrasound-induced cleavage of covalent and non-covalent bonds to activate drugs (sonopharmacol.) is a promising concept to gain control over the action of active pharmaceutical ingredients by an external trigger. Previously, linear polymer architectures bearing drug payloads were exploited for drug release by using the principles of polymer mechanochem. In this work, the carrier design is altered by the polymer topol. to improve the ultrasound-triggered release of covalently anchored drugs from polymer scaffolds. We use microgels crosslinked by mechanoresponsive disulfides and copolymerized with Diels-Alder adducts of furylated payload mols. and acetylenedicarboxylate. Force-induced thiol formation induces a Michael-type addition liberating the payload from the microgels. The use of microgels significantly reduces sonication times compared to linear polymer chains and shields the cargo efficiently from non-triggered activation using ultrasound that produces inertial cavitation at a frequency of 20 kHz as model condition. After reading the article, we found that the author used Ethyl propiolate(cas: 623-47-2Computed Properties of C5H6O2)

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

Pimentel, Luiz Claudio Ferreira’s team published research in Beilstein Journal of Organic Chemistry in 2021 | CAS: 623-47-2

Pimentel, Luiz Claudio Ferreira; Hoelz, Lucas Villas Boas; Canzian, Henayle Fernandes; Branco, Frederico Silva Castelo; Paula de Oliveira, Andressa; Campos, Vinicius Rangel; Silva, Floriano Paes Jr.; Dantas, Rafael Ferreira; Resende, Jackson Antonio Lamounier Camargos; Cunha, Anna Claudia; Boechat, Nubia; Bastos, Monica Macedo published their research in Beilstein Journal of Organic Chemistry in 2021. The article was titled 《The (Phenylamino)pyrimidine-1,2,3-triazole derivatives as analogs of imatinib: searching for novel compounds against chronic myeloid leukemia》.Recommanded Product: Ethyl propiolate The article contains the following contents:

The enzyme tyrosine kinase BCR-Abl-1 is the main mol. target in the treatment of chronic myeloid leukemia and can be competitively inhibited by tyrosine kinase inhibitors such as imatinib. New potential competitive inhibitors were synthesized using the (phenylamino)pyrimidine-pyridine (PAPP) group as a pharmacophoric fragment, and these compounds were biol. evaluated. The synthesis of twelve new compounds was performed in three steps and assisted by microwave irradiation in a 1,3-dipolar cycloaddition to obtain 1,2,3-triazole derivatives substituted on carbon C-4 of the triazole nucleus. All compounds were evaluated for their inhibitory activities against a chronic myeloid leukemia cell line (K562) that expresses the enzyme tyrosine kinase BCR-Abl-1 and against healthy cells (WSS-1) to observe their selectivity. Three compounds showed promising results, with IC50 values between 1.0 and 7.3 μM, and were subjected to mol. docking studies. The results suggest that such compounds can interact at the same binding site as imatinib, probably sharing a competitive inhibition mechanism. One compound showed the greatest interaction affinity for BCR-Abl-1 in the docking studies. The experimental process involved the reaction of Ethyl propiolate(cas: 623-47-2Recommanded Product: Ethyl propiolate)

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

Lopes, S.’s team published research in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2020 | CAS: 623-47-2

《Structural, spectroscopic, and photochemical study of ethyl propiolate isolated in cryogenic argon and nitrogen matrices》 was written by Lopes, S.; Nikitin, T.; Fausto, Rui. Product Details of 623-47-2 And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2020. The article conveys some information:

Et propiolate (HC ≃ CCOOCH2CH3, EP) was studied exptl. by IR spectroscopy in argon and nitrogen cryomatrices (15 K) and by quantum chem. calculations (at the DFT(B3LYP) and MP2 levels of theory). Calculations predict the existence of four conformers: two low-energy conformers (I and II) possessing the carboxylic moiety in the cis configuration (O=C-O-C dihedral equal to ∼0°) and two higher-energy trans forms (O=C-O-C dihedral equal to ∼180°; III and IV). The conformation of the Et ester group within each pair of conformers is either anti (C-O-C-C equal to 180°; in conformers I and III) or gauche (C-O-C-C equal to ±86.6° in II, and ± 92.5° in IV). The two low-energy cis conformers (I and II) were predicted to differ in energy by less than 2.5 kJ mol-1 and were shown to be present in the studied cryogenic matrixes. Characteristic bands for each one of these conformers were identified in the IR spectra of the matrix-isolated compound and assigned taking into account the results of normal coordinate anal., which used the geometries and harmonic force constants obtained in the DFT calculations The two trans conformers (III and IV) were estimated to be 17.5 kJ mol-1 higher in energy than the conformational ground state (form I) and were not observed exptl. The unimol. photochem. of matrix-isolated EP (in N2 matrix) was also investigated. In situ irradiation with UV light (λ > 235 nm) leads mainly to decarbonylation of the compound, with generation of ethoxyethyne, which in a subsequent photoreaction generates ketene (plus ethene). After reading the article, we found that the author used Ethyl propiolate(cas: 623-47-2Product Details of 623-47-2)

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

Filippov, Andrey S.’s team published research in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2020 | CAS: 623-47-2

《Regio- and stereoselective synthesis of (Z)-(2,3-dihydro-1,4-thiaselenin-2-yl) vinyl sulfides from 2-bromomethyl-1,3-thiaselenole under phase-transfer catalysis conditions》 was published in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2020. These research results belong to Filippov, Andrey S.; Amosova, Svetlana V.; Potapov, Vladimir A.. Application In Synthesis of Ethyl propiolate The article mentions the following:

A one-pot regio- and stereoselective method for the synthesis of previously unknown (Z)-(2,3-dihydro-1,4-thiaselenin-2-yl) vinyl sulfides I (R = OMe, OEt, Ph; R1 = H, COOMe, COOEt) based on 2-bromomethyl-1,3-thiaselenole and activated acetylenes R1CCC(O)R at room temperature under phase-transfer catalysis conditions in 90-96% yields has been developed.Ethyl propiolate(cas: 623-47-2Application In Synthesis of Ethyl propiolate) was used in this study.

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

Venugopala, Katharigatta N.’s team published research in Journal of Enzyme Inhibition and Medicinal Chemistry in 2021 | CAS: 623-47-2

Venugopala, Katharigatta N.; Chandrashekharappa, Sandeep; Deb, Pran Kishore; Tratrat, Christophe; Pillay, Melendhran; Chopra, Deepak; Al-Shar’i, Nizar A.; Hourani, Wafa; Dahabiyeh, Lina A.; Borah, Pobitra; Nagdeve, Rahul D.; Nayak, Susanta K.; Padmashali, Basavaraj; Morsy, Mohamed A.; Aldhubiab, Bandar E.; Attimarad, Mahesh; Nair, Anroop B.; Sreeharsha, Nagaraja; Haroun, Michelyne; Shashikanth, Sheena; Mohanlall, Viresh; Mailavaram, Raghuprasad published an article in 2021. The article was titled 《Anti-tubercular activity and molecular docking studies of indolizine derivatives targeting mycobacterial InhA enzyme》, and you may find the article in Journal of Enzyme Inhibition and Medicinal Chemistry.Safety of Ethyl propiolate The information in the text is summarized as follows:

A series of 1,2,3-trisubstituted indolizines (, and ) were screened for in vitro whole-cell anti-tubercular activity against the susceptible H37Rv and multidrug-resistant (MDR) Mycobacterium tuberculosis (MTB) strains. Compounds , , and were active against the H37Rv-MTB strain with min. inhibitory concentration (MIC) ranging from 4 to 32μg/mL, whereas the indolizines with Et ester group at the 4-position of the benzoyl ring also exhibited anti-MDR-MTB activity (MIC = 16-64μg/mL). In silico docking study revealed the enoyl-acyl carrier protein reductase (InhA) and anthranilate phosphoribosyltransferase as potential mol. targets for the indolizines. The X-ray diffraction anal. of the compound was also carried out. Further, a safety study (in silico and in vitro) demonstrated no toxicity for these compounds Thus, the indolizines warrant further development and may represent a novel promising class of InhA inhibitors and multi-targeting agents to combat drug-sensitive and drug-resistant MTB strains. In the experiment, the researchers used many compounds, for example, Ethyl propiolate(cas: 623-47-2Safety of Ethyl propiolate)

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

Discovery of C5H6O2

Electric Literature of 623-47-2, These common heterocyclic compound, 623-47-2, name is Ethyl propiolate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To 2 mL of CH2Cl2 were added 1 mmol of arylboronic acid and1.2 mmol of terminal alkyne, then 0.01 mmol of palladium nanoparticles(1 mol%), 0.1 mmol of PPh3 (10 mol%), 1 mmol of Ag2O and 2 mmol of Cs2CO3 were added in turn. The mixture was heated at 35 C with stirring under a nitrogen atmosphere for the appropriate time (see Table 2, monitored by TLC or GC) till reaction was completed, then centrifuged. The solution was separated and the precipitate was washed with ether (5 mL x 3). The solutions were combined and washed with water, dried over anhydrous Na2SO4 and purified by column chromatography on silica gel with hexaneeethyl acetate (10:1) as eluent to yield the product. The precipitate was further washed sufficiently with methanol and ether, then dried, and the palladium nanoparticles were recovered.

The synthetic route of 623-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nie, Xiaopeng; Liu, Suli; Zong, Yan; Sun, Peipei; Bao, Jianchun; Journal of Organometallic Chemistry; vol. 696; 8; (2011); p. 1570 – 1573;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of C5H6O2

Reference of 623-47-2,Some common heterocyclic compound, 623-47-2, name is Ethyl propiolate, molecular formula is C5H6O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of ethyl propionate (A-3) (26.3 g, 0.268 mol) and AgNCb (4.56 g, 26.8 mmol) in anhydrous acetone (300 mL) was added NBS (52.6 g, 0.295 mol) in several small portions at 0 C and stirred at room temperature overnight. The mixture was filtered. The filtrate was diluted with H2O (500 mL) and extracted with n-hexane (500 mL x 3). The combined extracts were washed with an aqueous HC1 solution (10%, 500 mL x 2) and brine (500 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure at room temperature (ESI) m/z: non- ionizable compound under routine conditions used; -NMK (CDCb, 400 MHz): d (ppm) 1.32 (t, J= 7.2 Hz, 3H), 4.25 (q, J= 7.2 Hz, 2H).

The synthetic route of 623-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The important role of Ethyl propiolate

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 623-47-2, name is Ethyl propiolate, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H6O2

a) (4-Chloro-phenyl)-propynoic acid ethyl esterA mixture of l-chloro-4-iodobenzene (120.4 g, 0.50 mol) and cesium carbonate (352.8 g, 1.0 mol) in tetrahydrofuran (1.275 L) was evaporated and flushed with argon. Then cuprous iodide (3.81 g, 20.0 mmol) and bis(triphenylphosphine)palladium(II) chloride (7.02 g, 10.0 mmol) were added and then ethyl propiolate (100 g, 1.01 mol) was added dropwise over a period of 20 min. The resulting dark brown suspension was stirred for 41 h at 35 C, then filtrated over Hyflo and washed with THF (5 L). The solution was concentrated and treated with toluene/heptane 1 :2 (1.5 L) and stirred for 1 h at 45 C under reduced pressure (250 mbar). The resulting suspension was filtered and the residue was washed with further toluene/heptane 1 :2 (1.5 L). The solid was dried affording 181.64 g (MS m/e: 209.0/211.2 [M+H]+) of a dark brown oil as crude product which was used without further purification.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; KNUST, Henner; KOBLET, Andreas; NETTEKOVEN, Matthias; RATNI, Hasane; RIEMER, Claus; VIFIAN, Walter; WO2011/85886; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics