Category: esters-buliding-blocks

Oxidative rearrangement of alkynes to carboxylic acid esters by [hydroxy(tosyloxy)iodo]benzene in methanol was written by Moriarty, Robert M.;Vaid, Radhe K.;Duncan, Michael P.;Vaid, Beena K.. And the article was included in Tetrahedron Letters in 1987.Safety of Methyl 2-thienylacetate This article mentions the following:

RR¹CHCO₂Me (I; R = Pr, Bu, Ph, C₆H₄Ac-4, thienyl; R¹ = H, Me, Et) were prepared by oxidative rearrangement of RCCR¹ with [hydroxy(tosyloxy)iodo]benzene in MeOH. Hydrolysis of I gave RR¹CHCO₂H. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Safety of Methyl 2-thienylacetate).

Methyl 2-thienylacetate (cas: 19432-68-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Safety of Methyl 2-thienylacetate

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

Synthesis and insecticidal activities of novel solanidine derivatives was written by Beaulieu, Remi;Grand, Eric;Stasik, Imane;Attoumbre, Jacques;Chesnais, Quentin;Gobert, Virginie;Ameline, Arnaud;Giordanengo, Philippe;Kovensky, Jose. And the article was included in Pest Management Science in 2019.Synthetic Route of C16H22O11 This article mentions the following:

Potato (Solanum tuberosum) is the fourth culture in the world and is widely used in the agri-food industries. They generate byproducts in which α-chaconine and α-solanine, the two major solanidine-based glycoalkaloids of potato, are present. As secondary metabolites, they play an important role in the protection system of potato and are involved in plant protection against insects. To add value to these byproducts, we described here new glycoalkaloids that could have phytosanitary properties. Solanidine, as a renewable source, was modified with an azido linker and coupled by copper-catalyzed alkyne azide cycloaddition to alkynyl derivatives of the monosaccharides found in the natural potato glycoalkakoids: D-glucose, D-galactose and L-rhamnose. The efficacy of our compounds was evaluated on the potato aphid Macrosiphum euphorbiae. The synthetic compounds have stronger aphicidal properties against nymphs than unmodified solanidine. They also showed strong aphicidal activities on adults and a neg. impact on fecundity. Our synthetic neoglycoalkaloids affected Macrosiphum euphorbiae survival at the nymphal stage as well as at the adult stage. Furthermore, they induced a decrease in fecundity. Our results show that chem. modifications of byproducts may afford new sustainable compounds for crop and plant protection. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Synthetic Route of C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) 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. 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.Synthetic Route of C16H22O11

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

Design and synthesis of fused tetrahydroisoquinoline-iminoimidazolines was written by Moas-Heloire, Valeria;Renault, Nicolas;Batalha, Vania;Arias, Angela Rincon;Marchivie, Mathieu;Yous, Said;Deguine, Noemie;Buee, Luc;Chavatte, Philippe;Blum, David;Lopes, Luisa;Melnyk, Patricia;Agouridas, Laurence. And the article was included in European Journal of Medicinal Chemistry in 2015.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate This article mentions the following:

In the aim of identifying new privileged structures, we describe the 5-steps synthesis of cyclic guanidine compounds “tetrahydroisoquinoline-iminoimidazolines” derived from tetrahydroisoquinoline-hydantoin core. In order to evaluate this new minimal structure and the impact of replacing a carbonyle by a guanidine moiety, their affinity towards adenosine receptor A_2A was evaluated and compared to those of tetrahydroisoquinoline-hydantoin compounds In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

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

Insight into the role of fluorinated dendrimers in ruthenium(II) catalyst for asymmetric transfer hydrogenation: The stabilizing effects from experimental and DFT approach was written by Wang, Wei-Wei;Li, Zhi-Ming;Su, Ling;Wang, Quan-Rui;Wu, Ying-Li. And the article was included in Journal of Molecular Catalysis A: Chemical in 2014.Safety of Ethyl 3-oxo-3-(thiophen-2-yl)propanoate This article mentions the following:

Bis(tetrafluorophenoxy)benzyl-based fluorinated dendrimeric esters of a nonracemic (hydroxyphenylsulfonyl)diphenylethanediamine such as I (R = 2,3,5,6-F₄C₆H) were prepared as ligands for reusable enantioselective ruthenium hydrogenation catalysts. While the enantioselectivity of acetophenone hydrogenation varied little with dendrimer generation, the recyclability varied significantly; the ruthenium catalyst derived from [RuCl₂(p-cymene)]₂ and I was used 26 times with little decrease in yield or enantioselectivity, while the corresponding first- and third-generation ligands were only able to be used fewer than ten times. DFT calculations of the ruthenium chloride and hydride complexes of the second generation dendrimeric ligand indicated that the ruthenium complexes derived from I formed well-defined semi-rigid structures which incorporated π-π stacking and hydrogen bonding interactions to stabilize them. A dendrimeric ligand incorporating a bis(tetrafluorophenoxy)benzyloxybenzoate was prepared; the ruthenium catalyst derived from it was used 15 times at room temperature with little decrease in yield and enantioselectivity, but could only be used six times at 80°, while the ruthenium complex derived from I was used 23 times under similar conditions. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Safety of Ethyl 3-oxo-3-(thiophen-2-yl)propanoate).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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, including apples, durians, pears, bananas, pineapples, and strawberries. 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. Safety of Ethyl 3-oxo-3-(thiophen-2-yl)propanoate

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

5,6,7-Trisubstituted 4-aminopyrido[2,3-d]pyrimidines as novel inhibitors of adenosine kinase was written by Perner, Richard J.;Gu, Yu-Gui;Lee, Chih-Hung;Bayburt, Erol K.;McKie, Jeffery;Alexander, Karen M.;Kohlhaas, Kathy L.;Wismer, Carol T.;Mikusa, Joe;Jarvis, Michael F.;Kowaluk, Elizabeth A.;Bhagwat, Shripad S.. And the article was included in Journal of Medicinal Chemistry in 2003.Safety of Ethyl 2-(4-fluorophenyl)acetate This article mentions the following:

The synthesis and structure-activity relationship of a series of 5,6,7-trisubstituted 4-aminopyrido[2,3-d]pyrimidines as novel non-nucleoside adenosine kinase inhibitors is described. A variety of alkyl, aryl, and heteroaryl substituents were found to be tolerated at the C5, C6, and C7 positions of the pyridopyrimidine core. These studies have led to the identification of analogs that are potent inhibitors of adenosine kinase with in vivo analgesic activity. Compounds thus prepared and tested included 5,6-bis(3-fluoro-4-methylphenyl)-7-(2-thienyl)pyrido[2,3-d]pyrimidin-4-amine hydrochloride, 5-(4-bromo-2-thienyl)-6-(3,4-dimethoxyphenyl)-7-(2-thienyl)pyrido[2,3-d]pyrimidin-4-amine hydrochloride, 5-(3-bromophenyl)-7-[6-(4-morpholinyl)-3-pyridinyl]-6-phenylpyrido[2,3-d]pyrimidin-4-amine hydrochloride, etc. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Safety of Ethyl 2-(4-fluorophenyl)acetate).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) 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.Safety of Ethyl 2-(4-fluorophenyl)acetate

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

Modification of Hot-Melt Adhesives Based on Metallocene Poly(ethylene-propylene) Copolymer for High Adhesion to Polar Surfaces was written by Novak, Igor;Preto, Jozef;Vanko, Vladimir;Rychly, Jozef;Pavlinec, Juraj;Chodak, Ivan. And the article was included in Polymers (Basel, Switzerland) in 2022.Formula: C73H108O12 This article mentions the following:

A procedure is described of grafting the acrylic acid onto an oxygen/ozone-activated metallocene poly(ethylene-co-propylene). Consequently, the grafted copolymer is applied as a component in a metallocene polyolefin-based hot-melt adhesive composition with increased adhesion. The surface properties and adhesion strength of the prepared hot-melt adhesive (HMA) were determined and used to account for the effect of grafting. The application of grafted polyolefin as one of the components of the HMA mixture provides significant increase in adhesive strength, and it also results in increased compatibility and negligible effects on the technol. parameters of the final composition The obtained results may have significant impact for the practical application of prepared HMA for book bonding. In the experiment, the researchers used many compounds, for example, 2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8Formula: C73H108O12).

2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8) 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, including apples, durians, pears, bananas, pineapples, and strawberries. 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.Formula: C73H108O12

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

Improved preparation of 3-methylpyrrole. Laboratory note was written by Elguero, Jose;Jacquier, Robert;Shimizu, Bernard. And the article was included in Bulletin de la Societe Chimique de France in 1967.Category: esters-buliding-blocks This article mentions the following:

An improved synthesis of 3-methylpyrrole (I) and the N.M.R. spectra of the intermediates and product are given. Thus, 20 g. 3-carbethoxy-4-methyl-2-pyrrolecarboxylic acid is refluxed 1 hr. with 300 ml. 40% KOH, cooled, acidified with dilute HCl, filtered, washed with water, and dried to give 70% 4-methylpyrrole-2,3-dicarboxylic acid (II), m. 225°. II (12 g.) is added to 1 g. powd. Cu and heated under 50 mm. to dist. 87% I. In the experiment, the researchers used many compounds, for example, Ethyl 4-methyl-1H-pyrrole-3-carboxylate (cas: 2199-49-7Category: esters-buliding-blocks).

Ethyl 4-methyl-1H-pyrrole-3-carboxylate (cas: 2199-49-7) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Category: esters-buliding-blocks

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

Formation and stabilization mechanism of β-cyclodextrin inclusion complex with C10 aroma molecules was written by Deng, Changyue;Cao, Chuan;Zhang, Yingying;Hu, Jingwei;Gong, Yongqiang;Zheng, Mingming;Zhou, Yibin. And the article was included in Food Hydrocolloids in 2022.Application In Synthesis of 5-Hexyldihydrofuran-2(3H)-one This article mentions the following:

The formation and stabilization mechanisms of inclusion complexes (ICs) between β-cyclodextrin (β-CD) and five C10 aroma mols. were simultaneously investigated using exptl. methods and mol. dynamics (MD) simulation. XRD, thermodn., FTIR and NMR analyses confirmed the formation of inclusion complexes, which had a new crystal structure and better thermal stability. MD simulation based on the mol. level including mol. structure (RMSD and Rg), solubility (RDF and SASA), interaction energy (Coul, vdW and H-bonds), and solvation and binding free energy, further clarified the properties of the inclusion complexes. The aroma mols. cause conformational changes in the inclusion complexes. The solubility of the inclusion complexes was lower than that of β-CD. The main driving force for the spontaneous entrance of aroma mols. into the cavity is van der Waals interactions. H-bonds are closely related to conformational changes, interactions and solubility In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Application In Synthesis of 5-Hexyldihydrofuran-2(3H)-one).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Application In Synthesis of 5-Hexyldihydrofuran-2(3H)-one

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

Copper-catalyzed N-H/S-H functionalization: A strategy for the synthesis of benzothiadiazine derivatives was written by Dogan, Sengul Dilem. And the article was included in Tetrahedron in 2017.Category: esters-buliding-blocks This article mentions the following:

A copper-mediated N-S bond-forming reaction via N-H/S-H activation is described. This reaction occurs under mild conditions with high efficiency, step economy, and tolerates a wide variety of functional groups, providing an efficient means of accessing biol. important 1,2,4-benzothiadiazin-3(4H)-ones. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Category: esters-buliding-blocks).

3-Cyanophenylisocyanate (cas: 16413-26-6) 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. 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.Category: esters-buliding-blocks

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

Gold N-Heterocyclic Carbene Catalysts for the Hydrofluorination of Alkynes Using Hydrofluoric Acid: Reaction Scope, Mechanistic Studies and the Tracking of Elusive Intermediates was written by Gauthier, Raphael;Tzouras, Nikolaos V.;Zhang, Ziyun;Bedard, Sandrine;Saab, Marina;Falivene, Laura;Van Hecke, Kristof;Cavallo, Luigi;Nolan, Steven P.;Paquin, Jean-Francois. And the article was included in Chemistry – A European Journal in 2022.Electric Literature of C10H14O4 This article mentions the following:

An efficient and chemoselective methodol. deploying gold-N-heterocyclic carbene (NHC) complexes as catalysts in the hydrofluorination of terminal alkynes using aqueous HF has been developed. Mechanistic studies shed light on an in situ generated catalyst, formed by the reaction of Broensted basic gold pre-catalysts with HF in water, which exhibits the highest reactivity and chemoselectivity. The catalytic system has a wide alkyl substituted-substrate scope, and stoichiometric as well as catalytic reactions with tailor-designed gold pre-catalysts enable the identification of various gold species involved along the catalytic cycle. Computational studies aid in understanding the chemoselectivity observed through examination of key mechanistic steps for phosphine- and NHC-coordinated gold species bearing the triflate counterion and the elusive key complex bearing a bifluoride counterion. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Electric Literature of C10H14O4).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) 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. 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.Electric Literature of C10H14O4

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