Tag: 100-200

Category: esters-buliding-blocksIn 2022 ,《Pyrazolones as inhibitors of immune checkpoint blocking the PD-1/PD-L1 interaction》 appeared in European Journal of Medicinal Chemistry. The author of the article were Le Biannic, Raphael; Magnez, Romain; Klupsch, Frederique; Leleu-Chavain, Natascha; Thiroux, Bryan; Tardy, Morgane; El Bouazzati, Hassiba; Dezitter, Xavier; Renault, Nicolas; Vergoten, Gerard; Bailly, Christian; Quesnel, Bruno; Thuru, Xavier; Millet, Regis. The article conveys some information:

The microwave-assisted synthesis and the characterization of an innovative series of synthetic compounds I (R1 = pyridin-2-yl, pyrimidin-2-yl, Ph, etc.; R2 = Ph, Me, adamantan-1-yl, t-Bu, etc.) endowed with nanomolar activity against programmed death ligand 1 (PD-L1) were described. The properties of the compounds were characterized using several biophys. techniques including microscale thermophoresis (MST) and fluorescence resonance energy transfer (FRET) measurements. A few small mols. demonstrated a high affinity for human PD-L1, potently disrupted the PD-L1:PD-1 interaction and inhibited Src homol. region 2 domain-containing phosphatase (SHP2) recruitment to programmed death receptor 1 (PD-1). More than 30 mols. from the pyrazolone family have been synthesized and 5 highly potent quot PD-L1 silencing compounds” have been identified, based on in vitro measurements. Structure-activity relationships have been defined and ADME properties were evaluated. The phenyl-pyrazolone unit offers novel perspectives to design PD-L1-targeting agents, potentially useful to combat cancer and other pathologies implicating the PD-1/PD-L1 checkpoint. After reading the article, we found that the author used Ethyl 3-oxopentanoate(cas: 4949-44-4Category: esters-buliding-blocks)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Category: esters-buliding-blocks

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

Reference of Benzyl acrylateIn 2019 ,《Photoredox-Catalyzed Site-Selective α-C(sp3)-H Alkylation of Primary Amine Derivatives》 appeared in Angewandte Chemie, International Edition. The author of the article were Ashley, Melissa A.; Yamauchi, Chiaki; Chu, John C. K.; Otsuka, Shinya; Yorimitsu, Hideki; Rovis, Tomislav. The article conveys some information:

The synthetic utility of tertiary amines to oxidatively generate α-amino radicals is well established, however, primary amines remain challenging because of competitive side reactions. This report describes the site-selective α-functionalization of primary amine derivatives through the generation of α-amino radical intermediates. Employing visible-light photoredox catalysis, primary sulfonamides are coupled with electron-deficient alkenes to efficiently and mildly construct C-C bonds. Interestingly, a divergence between intermol. hydrogen-atom transfer (HAT) catalysis and intramol. [1,5] HAT was observed through precise manipulation of the protecting group. This dichotomy was leveraged to achieve excellent α/δ site-selectivity.Benzyl acrylate(cas: 2495-35-4Reference of Benzyl acrylate) was used in this study.

Benzyl acrylate(cas: 2495-35-4) is a reagent that can be used in the preparation of 2-(Phosphonomethyl)pentanedioic Acid, a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. It can also be used in the preparation of high refractive index polyacrylates.Reference of Benzyl acrylate

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

In 2022,Mirjalili, Bi Bi Fatemeh; Bamoniri, Abdolhamid; Fazeli-Attar, Seyede Azita published an article in Research on Chemical Intermediates. The title of the article was 《Nano-BFn/cellulose: a bio-based nano-catalyst for synthesis of bio-active 7-hydroxycoumarins》.Category: esters-buliding-blocks The author mentioned the following in the article:

Nano-BFn/cellulose as a modified bio-based nano-catalyst was synthesized from nanocellulose and boron triflouride via very simple steps. This novel nano-catalyst exhibited many advantages in the synthesis of 7-hydroxycoumarins, e.g., I such as good reaction time, high yield, and easy work-up method with reusability and environment friendly of nano-catalyst. After reading the article, we found that the author used Ethyl 3-oxopentanoate(cas: 4949-44-4Category: esters-buliding-blocks)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Category: esters-buliding-blocks

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

In 2022,Luo, Jingjie; Liu, Pengcheng; Yang, Wenhao; Niu, Hongyu; Li, Shaojie; Liang, Changhai published an article in Frontiers in Chemistry (Lausanne, Switzerland). The title of the article was 《Chemical kinetics and promoted Co-immobilization for efficient catalytic carbonylation of ethylene oxide into methyl 3-hydroxypropionate》.COA of Formula: C4H8O3 The author mentioned the following in the article:

The carbonylative transformation of ethylene oxide (EO) into Me 3- hydroxypropionate (3-HPM) is a key process for the production of 1,3- propanediol (1,3-PDO), which is currently viewed as one of the most promising monomers and intermediates in polyester and pharmaceuticals industry. In this work, a homogeneous reaction system using com. Co2(CO)8 was first studied for the carbonylation of EO to 3-HPM. The catalytic behavior was related to the electronic environment of N on aromatic rings of ligands, where N with rich electron d. induced a stronger coordination with Co center and higher EO transformation. A reaction order of 2.1 with respect to EO and 0.3 with respect to CO was unraveled based on the kinetics study. The 3-HPM yield reached 91.2% at only 40°C by Co2(CO)8 coordinated with 3-hydroxypyridine. However, Cocontaining colloid was formed during the reaction, causing the tough separation and impossible recycling of samples. Concerning the sustainable utilization, Co particles immobilized on pre-treated carbon nanotubes (Co/ CNT-C) were designed via an in situ reduced colloid method. It is remarkable that unlike conventional Co/CNT, Co/CNT-C was highly selective toward the transformation of EO to 3-HPM with a specific rate of 52.2 mmol · g-1 Co · h-1, displaying a similar at. efficiency to that of coordinated Co2(CO)8. After reaction, the supported Co/CNT-C catalyst could be easily separated from the liquid reaction mixture, leading to a convenient cyclic utilization. After reading the article, we found that the author used Methyl 3-hydroxypropanoate(cas: 6149-41-3COA of Formula: C4H8O3)

Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. 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. COA of Formula: C4H8O3

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

In 2022,Naikwadi, Dhanaji R.; Mehra, Sanjay; Ravi, Krishnan; Kumar, Arvind; Biradar, Ankush V. published an article in ACS Sustainable Chemistry & Engineering. The title of the article was 《Cellulose@PO3H: As an Efficient and Recyclable Ionic Liquid-Enabled Catalytic Greener Approach to One-Step Synthesis of Flavoring Ketones》.Application of 609-14-3 The author mentioned the following in the article:

Cellulose (CL) is widely available from the renewable biomaterial on the earth with a large number of hydroxyl functionalities on its surface. The appropriate modification of these functionalities results in the acidic and basic nature of the surface. In this work, the phosphoric group-functionalized CL ionic liquid (IL) has been successfully synthesized through phosphorylation of the CL surface. The phosphorus functionalization of CL was carried out in two steps; first, synthesis of IL (3, 5-lutidinium Me phosphate [Lut][(MeO)(H)PO2]), followed by phosphorylation of cellulose (CLP-IL). Subsequently, CLP-IL has been characterized by various physicochem. techniques. Significant changes in the activity were observed, with marginal changes in the structural and morphol. properties of the native CL. CLP-IL has been utilized to synthesize industrially important flavoring ketones (FKs) via one-step alkylation-decarboxylation of active methylene compounds with substituted benzyl alcs. and halides. The functionalized CL IL could be quickly recovered in water and recycled at least five times without losing the catalytic activity. The optimized protocol has been successfully employed for the synthesis of FKs with an excellent conversion of substituted benzyl carbons in the range (90-100%) with 70-90% isolated yield of desired market valuable products. Furthermore, the mechanism was established by identifying the intermediates by physicochem. methods. After reading the article, we found that the author used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Application of 609-14-3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Application of 609-14-3

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

Virgen, Camila A.; Fox, James D.; Santariello, Peter; Winfield, Jaime L.; Wright, Kenneth C.; Verbeck, Guido F. published an article in 2021. The article was titled 《Portable membrane inlet mass spectrometric detection and analysis of chemical warfare agent simulants at the U.S. Army Dugway Proving Ground S/K challenge event》, and you may find the article in International Journal of Mass Spectrometry.Product Details of 119-36-8 The information in the text is summarized as follows:

There has been a significant demand for the development and improvement of technol. used for the detection and identification of Chem. Warfare Agents (CWAs). Some of the current detection technol. being used by the U. S. government includes multipass gas cell coupled Fourier Transform IR (FTIR) spectroscopy and Lightweight Chem. Detectors (LCD) systems. While these systems possess adequate sensitivity to detect CWAs in general, their anal. times are not considered rapid nor are they able to identify the specific CWA. The U. S. Army Dugway Proving Grounds annual S/K Challenge event provides the opportunity to assess the performance and reliability of prospective detection instrumentation being developed by researchers worldwide to optimize their performance. To do so, trial testing of CWA simulants in both indoor and outdoor environments was performed, mimicking past attack scenarios. Membrane Inlet Mass Spectrometric (MIMS) technol. on a portable system was successful in performing a rapid anal. along with identification of each CWA simulant utilized during the trials. The MIMS system can detect and quantify low-mass permeable compounds with parts-per-trillion limits of detection. This allows for anal. to be achieved within seconds after the initial exposure time, which is significantly faster than the FTIR and LCD systems currently used. In the experimental materials used by the author, we found Methyl Salicylate(cas: 119-36-8Product Details of 119-36-8)

Methyl Salicylate(cas: 119-36-8) is a natural herbivore-induced plant volatile. It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.Methyl Salicylate is produced from salicylic acid.Product Details of 119-36-8

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

Bernhardt, Bastian; Ruth, Marcel; Eckhardt, Andre K.; Schreiner, Peter R. published an article in 2021. The article was titled 《Ethynylhydroxycarbene (H-CC-C̈-OH)》, and you may find the article in Journal of the American Chemical Society.Name: Ethyl oxalyl monochloride The information in the text is summarized as follows:

The species on the C3H2O potential energy surface have long been known to play a vital role in extraterrestrial chem. Here we report on the hitherto uncharacterized isomer ethynylhydroxycarbene (H-CC-C̈-OH, 1) generated by high-vacuum flash pyrolysis of ethynylglyoxylic acid Et ester and trapped in solid argon matrixes at 3 and 20 K. Upon irradiation at 436 nm trans-1 rearranges to its higher lying cis-conformer. Prolonged irradiation leads to the formation of propynal. When the matrix is kept in the dark, 1 reacts within a half-life of ca. 70 h to propynal in a conformer-specific [1,2]H-tunneling process. Our results are fully consistent with computations at the CCSD(T)/cc-pVTZ and the B3LYP/def2-QZVPP levels of theory. In the experiment, the researchers used Ethyl oxalyl monochloride(cas: 4755-77-5Name: Ethyl oxalyl monochloride)

Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Name: Ethyl oxalyl monochloride

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

《Photoredox-Catalyzed Deaminative Alkylation via C-N Bond Activation of Primary Amines》 was written by Ashley, Melissa A.; Rovis, Tomislav. Application In Synthesis of Benzyl acrylate And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Primary amines are often cheap, naturally occurring, and chem. diverse starting materials. For these reasons, deaminative functionalization of amines has emerged as an important area of research. Recent advances in C-N activation transform simple α-1° and α-2° amines into alkylating reagents via Katritzky pyridinium salts. We report a complementary method that activates sterically encumbered α-3° primary amines through visible light photoredox catalysis. By condensing α-3° primary amines with electron-rich aryl aldehyde, we enable an oxidation and deprotonation event, which generates a key imidoyl radical intermediate. A subsequent β-scission event liberates alkyl radicals for coupling with electron-deficient olefins for the generation of unnatural γ-quaternary amino acids and other valuable synthetic targets. Thus, e.g., reaction of tert-Bu acrylate with the alkyl radical derived from oxidation/deprotonation/β-scission of the imine condensation product of 1-adamantylamine with 2,4,6-trimethoxybenzaldehyde afforded tert-Bu 3-(1-adamantyl)propanoate (71%). The experimental part of the paper was very detailed, including the reaction process of Benzyl acrylate(cas: 2495-35-4Application In Synthesis of Benzyl acrylate)

Benzyl acrylate(cas: 2495-35-4) is a reagent that can be used in the preparation of 2-(Phosphonomethyl)pentanedioic Acid, a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. It can also be used in the preparation of high refractive index polyacrylates.Application In Synthesis of Benzyl acrylate

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

《Ligand-Enabled γ-C(sp3)-H Olefination of Free Carboxylic Acids》 was written by Ghosh, Kiron Kumar; Uttry, Alexander; Mondal, Arup; Ghiringhelli, Francesca; Wedi, Philipp; van Gemmeren, Manuel. Product Details of 2495-35-4 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

The authors report the ligand-enabled C-H activation/olefination of free carboxylic acids in the γ-position. Through an intramol. Michael addition, δ-lactones were obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported. In addition to this study using Benzyl acrylate, there are many other studies that have used Benzyl acrylate(cas: 2495-35-4Product Details of 2495-35-4) was used in this study.

Benzyl acrylate(cas: 2495-35-4) is a reagent that can be used in the preparation of 2-(Phosphonomethyl)pentanedioic Acid, a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. It can also be used in the preparation of high refractive index polyacrylates.Product Details of 2495-35-4

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

The author of 《Green synthesis of methyl salicylate using novel sulfated iron oxide-zirconia catalyst》 were Molleti, Jayaram; Yadav, Ganapati D.. And the article was published in Clean Technologies and Environmental Policy in 2019. Product Details of 119-36-8 The author mentioned the following in the article:

Esters of salicylic acid are in demand for the synthesis of drugs, food preservatives, pharmaceuticals, perfumes and solvents. A novel sulfated Fe2O3-ZrO2 catalyst with different iron loadings was prepared by the combustion technique and used in the preparation of Me salicylate from salicylic acid and di-Me carbonate. This process is a viable and safe substitute to other esterification processes, involving harmful alkylating agents and chems. The activity of sulfated Fe2O3-ZrO2 was evaluated for the esterification of salicylic acid with di-Me carbonate. No solvent was used and hence the quality of the product was excellent. The product Me salicylate is extensively used in the food and pharma industries. Catalysts with different loadings of iron on zirconia (5, 10, 15, 20 weight%) were synthesized, and their activities evaluated vis-a-́vis ZrO2 and sulfated zirconia. The catalysts were characterized using SEM, XRD, FTIR, TGA, NH3-TPD and BET surface area anal. The activity of the catalysts increases after the loading of iron on zirconia and 10 weight% sulfated Fe2O3-ZrO2 gave the highest acidity and activity for the synthesis of Me salicylate. The effect of various kinetic parameters on the rate of esterification of salicylic acid was studied. The optimum conditions for 99% conversion of salicylic acid with 100% selectivity was 120 °C after 150 min at a 1:10 molar ratio of salicylic acid to di-Me carbonate and catalyst loading of 0.03 g/cm3. The reaction mechanism and kinetics were studied. The activation energy for this reaction was found to be 13.82 kcal/mol.Methyl Salicylate(cas: 119-36-8Product Details of 119-36-8) was used in this study.

Methyl Salicylate(cas: 119-36-8) is a natural herbivore-induced plant volatile. It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.Methyl Salicylate is produced from salicylic acid.Product Details of 119-36-8

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