Category: esters-buliding-blocks

Bioreductive production of enantiopure (S)-duloxetine intermediates catalyzed with ketoreductase ChKRED15 was written by Ren, Zhi-Qiang;Liu, Yan;Pei, Xiao-Qiong;Wang, Hai-Bo;Wu, Zhong-Liu. And the article was included in Journal of Molecular Catalysis B: Enzymatic in 2015.Recommanded Product: 13669-10-8 This article mentions the following:

The blockbuster antidepressant drug duloxetine contains one stereo-center derived from chiral alc. intermediates. The stereoselective bioreductive production of five of such intermediates could be achieved using the recombinant ketoreductase ChKRED15, yielding the enantiopure (S)-alcs. with >99% ee. Sequence alignment indicated that ChKRED15 lacks the conserved G-rich motif, which was then amended by a single mutation of S12G. The resulting S12G mutant displayed significantly improved catalytic activity and protein stability. When coupled with a cofactor recycling system, the S12G mutant was able to catalyze the complete conversion of Et 3-oxo-3-(thiophen-2-yl)propanoate within 6 h and N-methyl-3-oxo-3-(thiophen-2-yl)propanamide within 24 h at substrate concentrations of 10 and 50 g/l, resp., without the compromise of enantioselectivity. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Recommanded Product: 13669-10-8).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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.Recommanded Product: 13669-10-8

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

Silver-Catalyzed Cascade 1,6-Addition/Cyclization of para-Quinone Methides with Propargyl Malonates: An Approach to Spiro[4.5]deca-6,9-dien-8-ones was written by Yuan, Zhenbo;Liu, Lina;Pan, Rui;Yao, Hequan;Lin, Aijun. And the article was included in Journal of Organic Chemistry in 2017.Product Details of 17920-23-9 This article mentions the following:

In the presence of AgNO₃, para-quinone methides such as I {R = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeO₂CC₆H₄, 4-NCC₆H₄, 4-F₃CC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄, 4-Me₂NC₆H₄, 4-PhC₆H₄, 4-[(E)-PhCH:CH]C₆H₄, 3-BrC₆H₄, 2-BrC₆H₄, 1-naphthyl, 2-thienyl, Me, (E)-PhCH:CH} underwent chemoselective cascade addition and cyclization reactions with propargylmalonates and a propargylsulfonamide mediated by Cs₂CO₃ in DMF to yield spirocyclopentanecyclohexadienedicarboxylates such as II {R = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeO₂CC₆H₄, 4-NCC₆H₄, 4-F₃CC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄, 4-Me₂NC₆H₄, 4-PhC₆H₄, 4-[(E)-PhCH:CH]C₆H₄, 3-BrC₆H₄, 2-BrC₆H₄, 1-naphthyl, 2-thienyl, Me, (E)-PhCH:CH} and a spirocyclohexadienepyrrolidine. The structure of II (R = Ph) was determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Product Details of 17920-23-9).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) 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. 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.Product Details of 17920-23-9

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

New gold(I) complexes with 5-aromatic ring-1,3,4-oxadiazole-2-thione and triphenylphosphine as potential multifunctional materials was written by Zhao, Yu Qiang;Zhou, Jie;He, Renze;Wang, Guang Ke;Miao, Lan Xi;Xie, Xiao Guang;Zhou, Ying. And the article was included in Tetrahedron Letters in 2020.Category: esters-buliding-blocks This article mentions the following:

Three new gold(I) complexes (4a, 4b, 4c) with 5-aromatic ring-1,3,4-oxadiazole-2-thione and triphenylphosphine as ligands were synthesized. Structures of 4a and 4b were determined through X-ray single-crystal diffraction, and it displayed that 4a and 4b had the same metal coordination pattern, wherein the ligand was coordinated by the sulfur atom to the central metal ion of gold(I). The optical properties of these gold(I) complexes were studied both in solution and in solid-state. In DMSO, 4a and 4b peaked at 415 nm and 443 nm, resp., and the CIE coordinates of 4a and 4b in the solid-state were in the green area, (0.26, 0.46) and (0.24, 0.41). HOMO/LUMO levels and bandgaps of 4a, 4b and 4c were assessed by UV spectrum estimation, electrochem. method, and theor. calculations The observation hinted that the photophys. properties and energy levels of these gold(I) complexes can be adjusted by the introduction of different substituent aromatic rings at the 5-position of the 1,3,4-oxadiazole-2-thiol moiety. The findings of good optical, electrochem. and thermal properties of these new gold (I) complexes demonstrated their potential in the future studies as multifunctional materials. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Category: esters-buliding-blocks).

Ethyl 2-hydroxybenzoate (cas: 118-61-6) 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 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. Category: esters-buliding-blocks

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

1-(2H-Azirine-2-carbonyl)benzotriazoles: building blocks for the synthesis of pyrrole-containing heterocycles was written by Galenko, Ekaterina E.;Shakirova, Firuza M.;Bodunov, Vladimir A.;Novikov, Mikhail S.;Khlebnikov, Alexander F.. And the article was included in Organic & Biomolecular Chemistry in 2020.Synthetic Route of C9H10O3S This article mentions the following:

A one-pot method was developed for the preparation of 2H-azirine-2-carbonylbenzotriazoles I [R¹ = tBu, Ph, 4-FC₆H₄, etc.] synthesized via the reaction of benzotriazole with 2H-azirine-2-carbonyl chlorides, which were generated by the Fe(II)-catalyzed isomerization of 5-chloroisoxazoles. The Co(II)-catalyzed reaction of 2H-azirine-2-carbonylbenzotriazoles with 1,3-diketones afforded 2-((benzotriazol-1-yl)carbonyl)pyrroles II [R² = Me, Ph, 4-MeC₆H₄, 4-MeOC₆H₄; R³ = 2-thienyl, Ph, 4-MeC₆H₄, etc.] in moderate to good yields. Base-promoted annulations of 2-((benzotriazol-1-yl)carbonyl)pyrroles with aldehydes, ketones, isocyanates and isothiocyanates afforded various substituted pyrrolo[1,2-c]oxazole III [R⁴ = Ph, 4-MeOC₆H₄, 4-BrC₆H₄; R⁵ = Me, Ph; R⁶ = H, Me; R⁷ = H, Me; R⁶R⁷ = i-Pr, cyclohexyl, 4-MeC₆H₄, etc.] and 1H-pyrrolo[1,2-c]imidazole derivatives IV [R⁸ = Me, Ph, 4-MeC₆H₄; R⁹ = Me, Ph, Bn, etc.; X = O, S] in moderate to high yields. The 6-acyl group of these adducts could be removed by triflic acid, gave further new pyrrolo-fused O- and N-heterocycles, such as 6-unsubstituted pyrrolo[1,2-c]oxazol-1(3H)-one and 1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione, while the 6-acetyl substituent of 1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione, when treated with POCl₃/pyridine, was transformed into the 6-ethynyl substituent. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Synthetic Route of C9H10O3S).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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. 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 C9H10O3S

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

Internal functionalization in hyperbranched polyesters was written by Trollsas, M.;Hedrick, J.;Mecerreyes, D.;Jerome, R.;Dubois, Ph.. And the article was included in Journal of Polymer Science, Part A: Polymer Chemistry in 1998.Quality Control of Benzyl 2-hydroxy-2-methylpropanoate This article mentions the following:

Hyperbranched polyesters derived from the first and second generations of bis(hydroxymethyl)propionic acid (bis-MPA) benzyl esters to afford both AB₂ and AB₄ macromonomers, resp., were prepared The hyperbranched polyesters are effective initiators for the ROP of lactones, e.g., ε-caprolactone, in the presence of Sn(Oct)₂. Even more complex mol. architectures were developed using 1,4,9-trioxaspiro[4.6]-9-undecanone (TOSUO) as comonomer, after sequential deacetalization and reduction steps. This procedure produces hyper-branched polymers with significant hydroxy functionality at the periphery of the macromol. as well as dispersed along the chain backbone. 199457-33-5P 199457-35-7P 199457-37-9P 199541-92-9P 199541-93-0P 199541-94-1. In the experiment, the researchers used many compounds, for example, Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6Quality Control of Benzyl 2-hydroxy-2-methylpropanoate).

Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6) 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. 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.Quality Control of Benzyl 2-hydroxy-2-methylpropanoate

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

Visible-light photocatalytic preparation of alkenyl thioethers from 1,2,3-thiadiazoles and Hantzsch esters: synthetic and mechanistic investigations was written by Liang, Zhanqun;Lv, Kang;Zhou, Shaofang;Zhu, Changlei;Bao, Xiaoguang. And the article was included in Organic Chemistry Frontiers in 2021.Electric Literature of C9H10O3S This article mentions the following:

A protocol to synthesize trisubstituted alkenyl thioethers I (R¹ = Ph, 3-ClC₆H₄, 2-naphthyl, 2-thienyl, etc.; R² = i-Pr, cyclohexyl, PhCH₂, PhCMe₂, etc.) through a direct S-alkylation of 1,2,3-thiadiazoles II with C-radical precursors, 4-alkyl-1,4-dihydropyridines III (R³ = EtO₂C, t-BuO₂C, CN), driven by visible-light photocatalysis is disclosed. A broad range of primary, secondary and tertiary C-radical precursors is suitable for this reaction and the desired products can be obtained in good to excellent yields under mild conditions. Remarkably, high stereoselectivity with Z-alkenyl thioethers was achieved in the presence of a Cu(OAc)₂ catalyst. Synergistic exptl. and computational studies were carried out to shed light on the mechanisms of this reaction, in which the quenching pathway of an excited photocatalyst (*Ru^II) could be altered in the presence of the Cu(OAc)₂ catalyst. A reductive quenching pathway (Ru^II/*Ru^II/Ru^I/Ru^II) was proposed in the absence of the Cu(OAc)₂ catalyst while an oxidative quenching pathway (Ru^II/*Ru^II/Ru^III/Ru^II) was suggested with the assistance of the Cu(OAc)₂ catalyst. In addition, the origin of the Z-selectivity of the product was discussed. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Electric Literature of C9H10O3S).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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. 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 C9H10O3S

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

White winemaking in the presence of oak chips of different origin and toasting level was written by Corona, Onofrio;de Filippi, Diego;Riccobono, Pietro;Plodari, Roberto;Scavone, Luigi. And the article was included in Industrie delle Bevande in 2011.SDS of cas: 15399-05-0 This article mentions the following:

Musts from Grillo autochthonous grapes grown in Western Sicily were fermented with medium toasted American oak wood chips or with non-toasted French oak chips. The obtained wines were significantly different in the contents in volatile and nonvolatile compounds extracted from the oak wood chips. Slight increases in alc. fermentation rate and in some cases higher contents of Et esters and medium-chain fatty acids were observed in musts fermented with the oak wood chips regardless of their origin. Wines made with French medium toasted oak wood chips had higher contents of phenolic aldehydes (syringic aldehyde, vanillin), furans (5-methylfurfural, trans-β-methyl-γ-octalactone), eugenol, tyrosol, and dihydromethoxycinnamyl alc. The wines made with oak wood chips had more complex sensory profiles and their aroma intensity was higher vs. control wines. Differences in visual and olfactory descriptors were also found. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0SDS of cas: 15399-05-0).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) 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. 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.SDS of cas: 15399-05-0

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

Fatty Acid Derived Renewable Platform Chemicals via Selective Oxidation Processes was written by von Czapiewski, Marc;Rhein, Michael;Meier, Michael A. R.. And the article was included in ACS Sustainable Chemistry & Engineering in 2018.Application of 106-79-6 This article mentions the following:

Highly efficient synthesis processes for the selective catalytic oxidation of unsaturated fatty acid Me esters (FAMEs) are described, leading to valuable renewable platform chems. Here keto-FAMEs derived from Me oleate and Me erucate were synthesized via a cocatalyst-free Wacker oxidation process using a high pressure reactor system. The catalytic system of palladium(II) chloride in dimethylacetamide/water enabled the oxidation of monounsaturated FAMEs in the presence of mol. oxygen as sole reoxidant with reduced amounts of solvent in shorter reaction time compared to previous reports. The high product selectivity is confirmed by two different synthesis approaches and the characterization of thereof derived products using mass spectrometry measurements (GC-MS, ESI-MS-MS). The obtained keto-FAMEs are used in a subsequent Baeyer-Villiger oxidations with m-CPBA, enabling the synthesis of diesters, thus allowing access to various platform chems. (e.g., hydroxy-esters, fatty alcs.). Moreover, an enone derivative, which can be obtained through selective photo peroxidation of Me oleate, is studied in the cocatalyst-free Wacker oxidation process leading to a 1,3-diketone. Addnl., the same enone is used in the Baeyer-Villiger oxidation with Oxone and m-CPBA as oxidant, allowing the highly selective synthesis of a vinyl acetate and an epoxy diester derivative, resp. In the experiment, the researchers used many compounds, for example, Dimethyl decanedioate (cas: 106-79-6Application of 106-79-6).

Dimethyl decanedioate (cas: 106-79-6) 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. 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 of 106-79-6

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

A novel series of piperazinyl-pyridine ureas as antagonists of the purinergic P2Y₁₂ receptor was written by Bach, Peter;Bostroem, Jonas;Brickmann, Kay;van Giezen, J. J. J.;Hovland, Ragnar;Petersson, Annika U.;Ray, Asim;Zetterberg, Fredrik. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Quality Control of 3-Cyanophenylisocyanate This article mentions the following:

A novel series of P2Y₁₂ antagonists for development of drugs within the antiplatelet area is presented. The synthesis of 2-(4-carbamoylpiperazinyl)pyridine-5-carboxylates and their structure-activity relationships (SAR) are described. Several compounds showed P2Y₁₂ antagonistic activities in the sub-micromolar range. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Quality Control of 3-Cyanophenylisocyanate).

3-Cyanophenylisocyanate (cas: 16413-26-6) 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.Quality Control of 3-Cyanophenylisocyanate

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

Enological properties of red wine produced from native Kosetevek grapes (Vitis vinifera L.) cultivated in Eastern Anatolia was written by Arpa Zemzemoglu, Tuba Eda;Darici, Merve;Cabaroglu, Turgut. And the article was included in European Food Research and Technology in 2021.SDS of cas: 15399-05-0 This article mentions the following:

The aim of this study was to determine the potential of red wine production from the Kosetevek grape variety (Vitis Vinifera L.) cultivated in Elazig province of Turkey and to define the characteristics of Kosetevek wines. To determine the grapes for wine production quality, the general composition, phenolic compounds, aroma compounds and sensory anal. of the wines were carried out. Aroma compounds were performed by solid-phase extraction (SPE) and then analyzed by gas chromatog. (GC) along with gas chromatog./mass spectrometry (GC/MS). Results showed that the red wines obtained from Kosetevek grapes consisted of 50 aroma compounds for 2014 vintages and 49 aroma compounds for 2015 vintages. Esters were the main components contributing to the Kosetevek wine aroma along with Et hydrogen succinate and ethyl-4-hydroxy butanoate. The amount of total phenolic compounds, total anthocyanin, and the tannin in Kosetevek wines were found to be between 3705.45 and 3015.63 mg/L, 554.25-502.35 mg/L, and 4.5-3.95 g/L at 2014-2015 vintages, resp. As to sensory evaluation, Kosetevek wines were characterized as a deep purple color, middle to high body, and rich in red fruit (cherries, plums), and dried fruit odors. This study has provided enol. properties and aroma characterization of Kosetevek wines. The results of the study showed that Kosetevek wines could be considered as an alternative to other wines obtained from native grape varieties of the region. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0SDS of cas: 15399-05-0).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) 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. 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.SDS of cas: 15399-05-0

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