623-47-2 Archives - Page 7 of 12 - Esters-buliding-blocks

Wu, Chao’s team published research in ACS Sustainable Chemistry & Engineering in 2019 | 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.Application In Synthesis of Ethyl propiolate

Application In Synthesis of Ethyl propiolateIn 2019 ,《Practical Approach for Clean Preparation of Z-β-Thiocyanate Alkenyl Esters》 was published in ACS Sustainable Chemistry & Engineering. The article was written by Wu, Chao; Hong, Lin; Shu, Hui; Zhou, Qun-Huai; Wang, Yi; Su, Neng; Jiang, Si; Cao, Zhong; He, Wei-Min. The article contains the following contents:

A practical and eco-friendly method for the clean preparation of a variety of Z-β-thiocyanate alkenyl esters via lactic acid-catalyzed multicomponent hydrothiocyanation reaction was established. In the subgram-scale synthesis, Z-β-thiocyanate alkenyl esters were exclusively generated, and the product could be easily isolated in high purity via extraction In the large-scale synthesis, the pure products could be simply collected through liquid-liquid separation The eco-friendly lactic acid played a dual function in the transformation, serving as recyclable biomass catalyst and recyclable reaction medium. In addition to this study using Ethyl propiolate, there are many other studies that have used Ethyl propiolate(cas: 623-47-2Application In Synthesis of Ethyl propiolate) was used in this study.

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

Nowak, Radoslaw P.’s team published research in Journal of Medicinal Chemistry in 2021 | CAS: 623-47-2

Quality Control of Ethyl propiolateIn 2021 ,《First-in-Class Inhibitors of the Ribosomal Oxygenase MINA53》 was published in Journal of Medicinal Chemistry. The article was written by Nowak, Radoslaw P.; Tumber, Anthony; Hendrix, Eline; Ansari, Mohammad Salik Zeya; Sabatino, Manuela; Antonini, Lorenzo; Andrijes, Regina; Salah, Eidarus; Mautone, Nicola; Pellegrini, Francesca Romana; Simelis, Klemensas; Kawamura, Akane; Johansson, Catrine; Passeri, Daniela; Pellicciari, Roberto; Ciogli, Alessia; Del Bufalo, Donatella; Ragno, Rino; Coleman, Mathew L.; Trisciuoglio, Daniela; Mai, Antonello; Oppermann, Udo; Schofield, Christopher J.; Rotili, Dante. The article contains the following contents:

MINA53 is a JmjC domain 2-oxoglutarate-dependent oxygenase that catalyzes ribosomal hydroxylation and is a target of the oncogenic transcription factor c-MYC. Despite its anticancer target potential, no small-mol. MINA53 inhibitors are reported. Using ribosomal substrate fragments, we developed mass spectrometry assays for MINA53 and the related oxygenase NO66. These assays enabled the identification of 2-(aryl)alkylthio-3,4-dihydro-4-oxoypyrimidine-5-carboxylic acids as potent MINA53 inhibitors, with selectivity over NO66 and other JmjC oxygenases. Crystallog. studies with the JmjC demethylase KDM5B revealed active site binding but without direct metal chelation; however, mol. modeling investigations indicated that the inhibitors bind to MINA53 by directly interacting with the iron cofactor. The MINA53 inhibitors manifest evidence for target engagement and selectivity for MINA53 over KDM4-6. The MINA53 inhibitors show antiproliferative activity with solid cancer lines and sensitize cancer cells to conventional chemotherapy, suggesting that further work investigating their potential in combination therapies is warranted. The results came from multiple reactions, including the reaction of Ethyl propiolate(cas: 623-47-2Quality Control of Ethyl propiolate)

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

Massaro, Nicholas P.’s team published research in Journal of Organic Chemistry in 2019 | CAS: 623-47-2

Application of 623-47-2In 2019 ,《Three-Component Approach to Pyridine-Stabilized Ketenimines for the Synthesis of Diverse Heterocycles》 appeared in Journal of Organic Chemistry. The author of the article were Massaro, Nicholas P.; Chatterji, Aayushi; Sharma, Indrajeet. The article conveys some information:

Ketenimines are versatile synthetic intermediates capable of performing novel transformations in organic synthesis. They are normally generated in situ due to their inherent instability and high level of reactivity. Herein, we report pyridine-stabilized ketenimine zwitterionic salts, which are prepared through click chem. from readily accessible alkynes and sulfonyl azides. To demonstrate their synonymous reactivity to ketenimines, these salts have been utilized in a cascade sequence to access highly functionalized quinolines including the core structures of an antiprotozoal agent and the potent topoisomerase inhibitor Tas-103. In the experiment, the researchers used Ethyl propiolate(cas: 623-47-2Application of 623-47-2)

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

Baron, Marco’s team published research in European Journal of Organic Chemistry in 2019 | CAS: 623-47-2

In 2019,European Journal of Organic Chemistry included an article by Baron, Marco; Biffis, Andrea. Electric Literature of C5H6O2. The article was titled 《Gold(I) Complexes in Ionic Liquids: An Efficient Catalytic System for the C-H Functionalization of Arenes and Heteroarenes under Mild Conditions》. The information in the text is summarized as follows:

Use of ionic liquids bearing the proper counteranion as reaction solvents allows to boost the reactivity of gold(I) complexes as catalysts in the hydroarylation of alkynes with arenes and heteroarenes. Several com. complexes of general structure LAuX have been tested as catalysts, with L=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene standing out as the one delivering the best performance. Beside high activity, enabling the use of <1 mol-% catalyst under mild conditions (low temperature, no need for an acid cocatalyst), gold-based catalytic systems in ionic liquids also exhibit tunable chemo- and regioselectivity in these reactions and turn out to be recyclable, which renders them quite attractive for synthetic applications. In the part of experimental materials, we found many familiar compounds, such as Ethyl propiolate(cas: 623-47-2Electric Literature of C5H6O2)

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

Liu, Xiaocui’s team published research in European Journal of Organic Chemistry in 2020 | CAS: 623-47-2

《Regio- and Stereoselective Synthesis of 1,1-Diborylalkenes via Bronsted Base-Catalyzed Mixed Diboration of Alkynyl Esters and Amides with BpinBdan》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Liu, Xiaocui; Ming, Wenbo; Luo, Xiaoling; Friedrich, Alexandra; Maier, Jan; Radius, Udo; Santos, Webster L.; Marder, Todd B.. Safety of Ethyl propiolate The article mentions the following:

The NaOtBu-catalyzed mixed 1,1-diboration of terminal alkynes using the unsym. diboron reagent BpinBdan (pin = pinacolato; dan = 1,8-diaminonaphthalene) proceeds in a regio- and stereoselective fashion affording moderate to high yields of 1,1-diborylalkenes bearing orthogonal boron protecting groups. It is applicable to gram-scale synthesis without loss of yield or selectivity. The mixed 1,1-diborylalkene products can be utilized in Suzuki-Miyaura cross-coupling reactions which take place selectively at the C-B site. DFT calculations suggest the NaOtBu-catalyzed mixed 1,1-diboration of alkynes occurs through deprotonation of the terminal alkyne, stepwise addition of BpinBdan to the terminal carbon followed by protonation with tBuOH. Exptl. observed selective formation of (Z)-diborylalkenes is supported by our theor. studies. 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

Musalov, M. V.’s team published research in Russian Journal of Organic Chemistry in 2019 | CAS: 623-47-2

Computed Properties of C5H6O2In 2019 ,《Regio- and Stereoselective Addition of Selenium Dichloride to Alkyl Propiolates》 was published in Russian Journal of Organic Chemistry. The article was written by Musalov, M. V.; Yakimov, V. A.; Potapov, V. A.; Andreev, M. V.; Amosova, S. V.. The article contains the following contents:

The reaction of selenium dichloride with Me and Et propiolates lead to formation of anti-Markovnikov adducts. The regio- and stereoselective synthesis of hitherto unknown bis[(E)-2-chloro-1-(alkoxycarbonyl)vinyl]selenides were developed based on this reaction. In the experiment, the researchers used Ethyl propiolate(cas: 623-47-2Computed Properties of C5H6O2)

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

Lu, Ling-Hui’s team published research in ACS Sustainable Chemistry & Engineering in 2019 | CAS: 623-47-2

The author of 《Metal- and Solvent-Free Ultrasonic Multicomponent Synthesis of (Z)-β-Iodo Vinylthiocyanates》 were Lu, Ling-Hui; Zhou, Si-Jia; Sun, Meng; Chen, Jia-Liang; Xia, Wen; Yu, Xianyong; Xu, Xinhua; He, Wei-Min. And the article was published in ACS Sustainable Chemistry & Engineering in 2019. Formula: C5H6O2 The author mentioned the following in the article:

An eco-friendly and practical method for the ultrasonic multicomponent synthesis of diverse (Z)-β-iodovinyl thiocyanates from cheap and com. available alkynes, mol. iodine, and KSCN through an intermol. H-bonding assistance strategy was developed. In the experiment, the researchers used many compounds, for example, Ethyl propiolate(cas: 623-47-2Formula: C5H6O2)

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

Zhang, Yu-An’s team published research in Journal of the American Chemical Society in 2019 | CAS: 623-47-2

The author of 《General Synthetic Approach for the Laurencia Family of Natural Products Empowered by a Potentially Biomimetic Ring Expansion》 were Zhang, Yu-An; Yaw, Natalie; Snyder, Scott A.. And the article was published in Journal of the American Chemical Society in 2019. Application of 623-47-2 The author mentioned the following in the article:

The Laurencia family of C15-acetogenins is Nature’s largest collection of halogenated natural products, with many of its members possessing a brominated 8-membered cyclic ether among other distinct structural elements. Herein, we demonstrate that a bromonium-induced ring expansion, starting from a common tetrahydrofuran-containing bicyclic intermediate and using the highly reactive bromenium source BDSB (Et2SBr•SbCl5Br), can lead to concise asym. total syntheses of microcladallenes A and B, desepilaurallene, laurallene, and prelaureatin. Key advances in this work include: (1) the first demonstration that the core bromonium-induced cyclization/ring-expansion can be initiated using an enyne with an internal ether oxygen nucleophile, (2) that reasonable levels of stereocontrol in such processes can be achieved both with and without appended ring systems and stereogenic centers, (3) that several other unique chemoselective transformations essential to building their polyfunctional cores can be achieved, and (4) that a single, common intermediate can lead to five different members of the class encompassing two distinct 8-membered cyclic ether ring collections. Considering this work along with past efforts leading to two other natural products in the collection, we believe the breadth of structures prepared to date affords strong evidence for Nature’s potential use of similar processes in fashioning these unique mols. The experimental process involved the reaction of Ethyl propiolate(cas: 623-47-2Application of 623-47-2)

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

Nural, Yahya’s team published research in Bioorganic & Medicinal Chemistry Letters in 2022 | CAS: 623-47-2

In 2022,Nural, Yahya; Ozdemir, Sadin; Yalcin, Mustafa Serkan; Demir, Bunyamin; Atabey, Hasan; Seferoglu, Zeynel; Ece, Abdulilah published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《New bis- and tetrakis-1,2,3-triazole derivatives: synthesis, DNA cleavage, molecular docking, antimicrobial, antioxidant activity and acid dissociation constants》.Computed Properties of C5H6O2 The author mentioned the following in the article:

Series of bis- and tetrakis-1,2,3-triazole derivatives I (R = BrCH2CH2, 2-pentyl, cyclopropyl, cyclohexylmethyl, Ph, etc.) and II were synthesized using copper-catalyzed azide-alkyne cycloaddition click chem. in 73-95% yields. The bis- and tetrakis-1,2,3-triazoles exhibited significant DNA cleavage activity while the tetrakis-1,2,3-triazole analog II (R = Ph) completely degraded the plasmid DNA. Mol. docking simulations suggest that the compound II (R = Ph) acts as minor groove binder of DNA by binding through several noncovalent interactions with base pairs. All bis- and tetrakis-1,2,3-triazole derivatives were screened for antibacterial activity against E. coli, B. cereus, S. aureus, P. aeruginosa, E. hirae, L. pneumophila subsp. pneumophila strains and antifungal activity against microfungus C. albicans and C. tropicalis strains. The compound I (R = cyclohexylmethyl) exhibited the best antibacterial activity among bis-1,2,3-triazoles against E. coli and E. hirae, while II (R = cyclopentyl) exhibited the best antibacterial activity among tetrakis-1,2,3-triazoles against E. hirae. Furthermore, the best antifungal activity against C. albicans and C. tropicalis was reported for the compound I (R = N3CH2CH2), while II (R = cyclohexylmethyl) displayed the best antifungal activity against C. tropicalis and C. albicans. The reported data here conclude that the bis- and tetrakis-1,2,3-triazoles are important cores that should be considered for further development of new anticancer agents acting through the DNA cleavage activity. In the experiment, the researchers used many compounds, for example, Ethyl propiolate(cas: 623-47-2Computed Properties of C5H6O2)

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

Liu, Xing’s team published research in Journal of Food Processing and Preservation in 2021 | CAS: 623-47-2

Liu, Xing; Xu, Shijie; Wang, Mengke; Wang, Lingqi; Liu, Jiajia published an article in 2021. The article was titled 《Effect of mixed fermentation with Pichia fermentans, Hanseniaspora uvarum, and Wickeramomyces anomala on the quality of fig (Ficus carica L.) wines》, and you may find the article in Journal of Food Processing and Preservation.Application of 623-47-2 The information in the text is summarized as follows:

This study aimed at evaluating the quality of fig wines that co-fermented by three non-Saccharomyces. Four suitable ratios were selected for co-fermentation, and the fermentation performance of fig wines was compared with fig juice and the pure fermentation of Saccharomyces. High performance liquid chromatog. was used to analyze organic acids and mono-phenols in fig wines, and the amino acid analyzer was used to detect free amino acids. The results showed that fig wines fermented by non-Saccharomyces had higher contents of organic acids and mono-phenols. Head space solid phase microextraction method and analyzed by gas chromatog. mass spectrometry was used to detect 48 aroma compounds in fig wines, and the results revealed that co-fermentation by non-Saccharomyces could obtain up to 38 aroma compounds, which was superior to 30 substances obtained from fermentation by Saccharomyces. Principal component anal. was used to detect pos. correlations between samples and aroma compounds The results showed that there were significant differences in the aroma compounds in the different samples. Non-Saccharomyces played an important role in the aroma and flavor of fruit wine, and were used as an auxiliary starter culture to improve the effect of Saccharomyces fermentation The research on non-Saccharomyces in the literature was limited to the use of non-Saccharomyces alone for fermentation, and the fermentation performance was much worse than Saccharomyces. In this study, three non-Saccharomyces were selected for co-fermentation The result revealed that pleasant fig wine could be obtained by co-fermentation of non-Saccharomyces without a Saccharomyces starter culture, which provided a significant reference for the subsequent research on non-Saccharomyces and fig wines. The results came from multiple reactions, including the reaction of Ethyl propiolate(cas: 623-47-2Application of 623-47-2)

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