Category: esters-buliding-blocks

Rhodium-Catalyzed Intramolecular Silylcarbotricyclization (SiCaT) of Triynes was written by Ojima, Iwao;Vu, An T.;McCullagh, James V.;Kinoshita, Atsushi. And the article was included in Journal of the American Chemical Society in 1999.Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate This article mentions the following:

Intramol. silylcarbotricyclization of triynes is catalyzed by various Rhodium complexes. For example the triyne HCCCH₂C(CO₂Et)₂CH₂CCCH₂C(CO₂Et)₂CH₂CCH was reacted with PhMe₂SiH in the presence Rh(acac)(CO)₂ to give the cyclization products I, II, and III. A mechanism is proposed for these cyclizations which involves silicon-initiated carbometalation followed by subsequent carbocyclization and β-hydride elimination. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate).

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

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

Azidobarbiturates. Part I. Synthesis of barbituric acid derivatives containing an azido group up in the 5th position was written by Toth, G.;Makleit, S.. And the article was included in Acta Chimica Academiae Scientiarum Hungaricae in 1981.Application of 10203-58-4 This article mentions the following:

Azidobarbiturates I (R = Me, Et, Bu, CHMeEt, CH₂CHMe₂, Ph, R¹ = H; R = Me, Bu, CHMeEt, R¹ = Me; R = Et, CHMeEt, R¹ = Ph) were prepared by treating the bromobarbiturates with NaN₃. I (R = Bu, R¹ = H, Me) were also obtained by brominating BuCH(CO₂Et)₂, treating BuCBr(CO₂Et)₂ with NaN₃, and cyclizing BuCN₃(CO₂Et)₂ with R¹NHCONH₂. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Application of 10203-58-4).

Diethyl isobutylmalonate (cas: 10203-58-4) 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.Application of 10203-58-4

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

Design, synthesis and biological evaluation of a class of bioisosteric oximes of the novel dual peroxisome proliferator-activated receptor α/γ ligand LT175 was written by Piemontese, Luca;Fracchiolla, Giuseppe;Carrieri, Antonio;Parente, Mariagiovanna;Laghezza, Antonio;Carbonara, Giuseppe;Sblano, Sabina;Tauro, Marilena;Gilardi, Federica;Tortorella, Paolo;Lavecchia, Antonio;Crestani, Maurizio;Desvergne, Beatrice;Loiodice, Fulvio. And the article was included in European Journal of Medicinal Chemistry in 2015.Recommanded Product: 15399-05-0 This article mentions the following:

The effects resulting from the introduction of an oxime group in place of the distal aromatic ring of the di-Ph moiety of LT175, previously reported as a PPARα/γ dual agonist, have been investigated. This modification allowed the identification of new bioisosteric ligands with fairly good activity on PPARα and fine-tuned moderate activity on PPARγ. For the most interesting compound (S)-2-[4-(Propoxyimino-methyl)phenoxy]-3-phenylpropanoic acid ((S)-3), docking studies in PPARα and PPARγ provided a mol. explanation for its different behavior as full and partial agonist of the two receptor isotypes, resp. A further investigation of this compound was carried out performing gene expression studies on HepaRG cells. The results obtained allowed to hypothesize a possible mechanism through which this ligand could be useful in the treatment of metabolic disorders. The higher induction of the expression of some genes, compared to selective agonists, seems to confirm the importance of a dual PPARα/γ activity which probably involves a synergistic effect on both receptor subtypes. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Recommanded Product: 15399-05-0).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) 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. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Recommanded Product: 15399-05-0

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

3D-QSAR-Assisted Drug Design: Identification of a Potent Quinazoline-Based Aurora Kinase Inhibitor was written by Ke, Yi-Yu;Shiao, Hui-Yi;Hsu, Yung Chang;Chu, Chang-Ying;Wang, Wen-Chieh;Lee, Yen-Chun;Lin, Wen-Hsing;Chen, Chun-Hwa;Hsu, John T. A.;Chang, Chun-Wei;Lin, Cheng-Wei;Yeh, Teng-Kuang;Chao, Yu-Sheng;Coumar, Mohane Selvaraj;Hsieh, Hsing-Pang. And the article was included in ChemMedChem in 2013.Application of 16413-26-6 This article mentions the following:

We describe the 3D-QSAR-assisted design of an Aurora kinase A inhibitor with improved physicochem. properties, in vitro activity, and in vivo pharmacokinetic profiles over those of the initial lead. Three different 3D-QSAR models were built and validated by using a set of 66 pyrazole (Model I) and furanopyrimidine (Model II) compounds with IC₅₀ values toward Aurora kinase A ranging from 33 nM to 10.5 μM. The best 3D-QSAR model, Model III, constructed with 24 training set compounds from both series, showed robustness (r²_CV=0.54 and 0.52 for CoMFA and CoMSIA, resp.) and superior predictive capacity for 42 test set compounds (R²_pred=0.52 and 0.67, CoMFA and CoMSIA). Superimposition of CoMFA and CoMSIA Model III over the crystal structure of Aurora kinase A suggests the potential to improve the activity of the ligands by decreasing the steric clash with Val147 and Leu139 and by increasing hydrophobic contact with Leu139 and Gly216 residues in the solvent-exposed region of the enzyme. Based on these suggestions, the rational redesign of furanopyrimidine 24 (clog P=7.41; Aurora A IC₅₀=43 nM; HCT-116 IC₅₀=400 nM) led to the identification of quinazoline 67 (clog P=5.28; Aurora A IC₅₀=25 nM; HCT-116 IC₅₀=23 nM). Rat in vivo pharmacokinetic studies showed that 67 has better systemic exposure after i.v. administration than 24, and holds potential for further development. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Application of 16413-26-6).

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

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

Delineating the extra-virgin olive oil aroma blueprint by multiple headspace solid phase microextraction and differential-flow modulated comprehensive two-dimensional gas chromatography was written by Stilo, Federico;Segura Borrego, Maria del Pilar;Bicchi, Carlo;Battaglino, Sonia;Callejon Fernadez, Raquel Maria;Morales, Maria Lourdes;Reichenbach, Stephen E.;Mccurry, James;Peroni, Daniela;Cordero, Chiara. And the article was included in Journal of Chromatography A in 2021.Related Products of 695-06-7 This article mentions the following:

Comprehensive two-dimensional gas chromatog. with parallel mass spectrometry and flame ionization detection (GC x GC-MS/FID) enables effective chromatog. fingerprinting of complex samples by comprehensively mapping untargeted and targeted components. Moreover, the complementary characteristics of MS and FID open the possibility of performing multi-target quant. profiling with great accuracy. If this synergy is applied to the complex volatile fraction of food, sample preparation is crucial and requires appropriate methodologies capable of providing true quant. results. In this study, untargeted/targeted (UT) fingerprinting of extra-virgin olive oil volatile fractions is combined with accurate quant. profiling by multiple headspace solid phase microextraction (MHS-SPME). External calibration on fifteen pre-selected analytes and FID predicted relative response factors (RRFs) enable the accurate quantification of forty-two analytes in total, including key-aroma compounds, potent odorants, and olive oil geog. markers. Results confirm good performances of comprehensive UT fingerprinting in developing classification models for geog. origin discrimination, while quantification by MHS-SPME provides accurate results and guarantees data referability and results transferability over years. Moreover, by this approach the extent of internal standardization procedure inaccuracy, largely adopted in food volatiles profiling, is measured. Internal standardization yielded an average relative error of 208% for the fifteen calibrated compounds, with an overestimation of + 538% for (E)-2-hexenal, the most abundant yet informative volatile of olive oil, and a -89% and -80% for (E)-2-octenal and (E)-2-nonenal resp., analytes with a lower HS distribution constant Compared to existing methods based on 1D-GC, the current procedure offers better separation power and chromatog. resolution that greatly improve method specificity and selectivity and results in lower LODs and LOQs, high calibration performances (i.e., R2 and residual distribution), and wider linear range of responses. As an artificial intelligence smelling machine, the MHS-SPME-GC x GC-MS/FID method is here adopted to delineate extra-virgin olive oil aroma blueprints; an objective tool with great flexibility and reliability that can improve the quality and information power of each anal. run. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Related Products of 695-06-7).

5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7) 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.Related Products of 695-06-7

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

Quality and volatile organic compounds emission alterations in ‘August Flame’ peaches due to low dose methyl bromide fumigation was written by Torregrosa, Laia;Illa, Josep;Allen, David;Stefanelli, Dario. And the article was included in Scientia Horticulturae (Amsterdam, Netherlands) in 2021.Quality Control of 5-Ethyldihydrofuran-2(3H)-one This article mentions the following:

As all perishable fruit, peaches must be stored in cold temperature during transportation for maintenance of fruit quality. Australian peaches exported to China must undergo fumigation quarantine treatments prior to shipment for biosecurity reasons. August Flame peaches were fumigated with Me bromide (MB) at the low dosage of 18 g/m3 for 5.5 h at flesh temperature of 18°C, as a biosecurity disinfestation treatment, with a subsequent cold storage period at 2°C and 4°C for 5 and 9 d to simulate air freight transportation. Fruit quality parameters measured during shelf life (SL) were: firmness, index of delta absorbance (IAD), ethylene production and respiration. Four families of volatile organic compounds (VOCs) from samples of fruit flesh and skin were analyzed along SL: aldehydes, alcs., esters and lactones. Overall trends in the evolution of quality parameters and VOCs emissions were identified. Fumigation, under our exptl. conditions, anticipated the climacteric ethylene peak, but did not affect fruit quality enough to be detrimental for consumption and did not cause skin or internal disorders. During SL aldehydes decreased, lactones increased, alcs. were higher in skin than in flesh, but none of these general trends were clearly affected by the fumigation. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Quality Control of 5-Ethyldihydrofuran-2(3H)-one).

5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7) 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. 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.Quality Control of 5-Ethyldihydrofuran-2(3H)-one

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

Synthesis and antineoplastic properties of (1H-1,2,3-triazol-1-yl)furazans was written by Kulikov, A. S.;Epishina, M. A.;Batog, L. V.;Rozhkov, V. Yu.;Makhova, N. N.;Konyushkin, L. D.;Semenova, M. N.;Semenov, V. V.. And the article was included in Russian Chemical Bulletin in 2013.Recommanded Product: 13669-10-8 This article mentions the following:

A method of 3-amino-4-[5-aryl(heteroaryl)-1H-1,2,3-triazol-1-yl]furazan synthesis was optimized. Condensation of these compounds with 2,5-dimethoxytetrahydrofuran resulted in a series of novel 4-[5-aryl(heteroaryl)-1H-1,2,3-triazol-1-yl]-3-(pyrrol-1-yl)furazans. All target compounds were evaluated for both antimitotic microtubule destabilizing in a phenotypic sea urchin embryo assay and cytotoxicity in human cancer cell lines. The pyrrolyl derivatives of triazolylfurazans were determined as antiproliferative compounds The most potent microtubule targeting compounds, 4-[5-(4-methoxyphenyl)- and -5-(4-ethoxyphenyl)-1H-1,2,3-triazol-1-yl]-3-(pyrrol-1-yl)furazan showed potential as antineoplastic agents. 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. 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.Recommanded Product: 13669-10-8

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

Effect of enzymatic aroma release on the volatile compounds of white wines presenting different aroma potentials was written by Rocha, Silvia M.;Coutinho, Paula;Delgadillo, Ivonne;Cardoso, Antonio Dias;Coimbra, Manuel A.. And the article was included in Journal of the Science of Food and Agriculture in 2005.Formula: C11H14O3 This article mentions the following:

Wines from Maria Gomes (Fernao Pires) and Bical varieties were treated with an enzymic preparation, Lallzyme de Lalvin, with β-glucosidase, pectinase, arabinosidase and rhamnosidase activity. The reference and enzyme-treated wines were, submitted to a process of continuous liquid-liquid extraction with dichloromethane and analyzed by GC-MS. The volatile contents of the wines were 199 and 188 mg1^-1, resp., for Maria Gomes and Bical. Both varieties contained aliphatic and aromatic alcs., terpenoids, esters, aliphatic acids and lactones. Enzymically treated wines showed an increase of 9% in the total amount of volatile compounds of Maria Gomes, due, mainly, to the increase of geraniol (67%), terpene diols (96%), phenols and aromatic alcs. (26%) and esters (32%). Some of them were within their perception limits and may have a contribution to the floral and fruity notes. Conversely, no significant modifications were introduced by enzymic treatment in the total amount of volatile compounds of Bical wine. The presence of aromatic alcs. in significant amounts, which may represent an interesting characteristic in Bical wines, was not increased by the treatment used. This study with two white varieties grown in the same Appellation shows that the effectiveness of aroma release by enzymic treatment, using a broad range of enzymic activities, is closely dependent on the varietal aroma potential, knowledge of which is a key determinant for full exploitation of wine qualities. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Formula: C11H14O3).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) 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. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Formula: C11H14O3

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

Novel bis-cyclic guanidines as potent membrane-active antibacterial agents with therapeutic potential was written by Teng, Peng;Nimmagadda, Alekhya;Su, Ma;Hong, Yuzhu;Shen, Ning;Li, Chunpu;Tsai, Ling-Yu;Cao, Jessica;Li, Qi;Cai, Jianfeng. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.SDS of cas: 87694-53-9 This article mentions the following:

We designed a class of small dimeric cyclic guanidine derivatives which display potent antibacterial activity against both multidrug-resistant Gram-neg. and Gram-pos. bacteria. They could compromise bacterial membranes without developing resistance, inhibit biofilms formed by E. coli, and exhibit excellent in vivo activity in the MRSA-infected thigh burden mouse model. 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: 87694-53-9SDS of cas: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.SDS of cas: 87694-53-9

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

Silica gel chemically bonded with polyacrylamide via thiol-ene click chemistry as stationary phase material for hydrophilic interaction liquid chromatography was written by Yang, Duo;Yu, Dong-ping;Dong, Xue-fang;Shen, Ai-jin;Jin, Gao-wa;Guo, Zhi-mou;Yan, Jing-yu;Liu, Ming-yang;Liang, Xin-miao. And the article was included in Fenxi Huaxue in 2015.Computed Properties of C14H12S2 This article mentions the following:

Thiol-ene click chem. was applied to immobilize poly-acrylamide onto thiol-modified silica gel to prepare a novel stationary phase for hydrophilic interaction liquid chromatog. Polymer was synthesized by reversible addition-fragmentation chain transfer reaction of acrylamide and benzyl benzodithioate. Alkenyl functionalities were introduced onto the silica gel by the reaction of 3-isocyanatopropyltrimethoxysilane, allylamine and pyridine in toluene, and then the product was reacted with silica gel. The thiol-modified silica gel reacted with the poly-acrylamide prepared in methanol at 55°C for 48 h in the presence of 2,2-azo two iso-Bu amidine hydrochloride to give a novel stationary phase for hydrophilic interaction liquid chromatog. By using characterization method of elemental anal. and IR spectroscopy, compared with ethylene urea silica (EUS), the carbon content increased, and multiple amide IR characteristic peaks existed at 1636 cm^-1 and 1570 cm^-1. The effects of water content, salt concentration and pH of mobile phase on the retention time of polar compound were investigated. The results showed that with the increase of water content, retention time decreased; neural and basic compounds increases with the increasing salt concentration; and basic compounds decreased with the decrease of pH in the pH 3.3-4.8 range, which were both in contrast with the acid compounds The better successful separation of nucleosides and glycosides was obtained by the novel stationary phase compared with traditional stationary phase of silica gel, illustrating great potential of the stationary phase in the separation of polar compounds In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7Computed Properties of C14H12S2).

Benzyl benzodithioate (cas: 27249-90-7) 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.Computed Properties of C14H12S2

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