Category: esters-buliding-blocks

2,2-Dimethyl-3,4-dihydro-2H-1,4-benzoxazines as isosteres of 2,2-dimethylchromans acting as inhibitors of insulin release and vascular smooth muscle relaxants was written by Pirotte, Bernard;Florence, Xavier;Goffin, Eric;Lebrun, Philippe. And the article was included in MedChemComm in 2019.Recommanded Product: 3-Cyanophenylisocyanate This article mentions the following:

The present study describes the synthesis and biol. evaluation of 4-phenylureido/thioureido-substituted 2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazines I ( X = O, S; R¹,R³ = H, Cl, CN) as isosteres of corresponding 2,2-dimethylchromans reported to be pancreatic β-cell K_ATP channel openers. The benzoxazines were found to be less active as inhibitors of the glucose-induced insulin release than their corresponding chromans, while the myorelaxant activity of some 4-arylureido-substituted benzoxazines was more pronounced than that exhibited by their chroman counterparts. The myorelaxant activity of the most potent benzoxazine 8e was further characterized on rat aortic rings precontracted by 30 mM KCl in the presence of glibenclamide (10μM) or precontracted by 80 mM extracellular KCl. Our findings indicate that, on vascular smooth muscle cells, the benzoxazine 8e mainly behaved as a calcium entry blocker. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Recommanded Product: 3-Cyanophenylisocyanate).

3-Cyanophenylisocyanate (cas: 16413-26-6) 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, 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.Recommanded Product: 3-Cyanophenylisocyanate

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

Chemo-sensory characterization of aroma active compounds of native oak wood in relation to their geographical origins was written by Ghadiriasli, Rahil;Mahmoud, Mohamed A. A.;Wagenstaller, Maria;van de Kuilen, Jan-Willem;Buettner, Andrea. And the article was included in Food Research International in 2021.SDS of cas: 706-14-9 This article mentions the following:

Oak wood contains aroma-active compounds that contribute significantly to the chem. structure, olfactory and gustatory qualities of alc. beverages and vinegars as byproducts that have been either fermented and/or aged in oak barrels. The chem. composition of cooperage oak is highly variable, depending on the degree of toasting and natural seasoning. However, it is unclear whether the odor of oak varies according to different geog. regions and pedoclimatic conditions. Especially in view of the actual challenges in forestry in relation to climate change, the present study aimed at elucidating the odorous constituents of nine natural oak samples from Germany, Austria and Hungary with respect to these influencing parameters. The odor profiles of the oaks were compared, the potent odorants were determined, and selected odorants were quantified using stable isotope dilution assays (SIDA). The majority of the identified odorants in all samples were fatty acid degradation products, followed by a series of odorants with terpenoic structure and others resulting from the degradation of lignin. Several different odorants including 2-propenoic acid and cinnamaldehyde are reported here for the first time in oaks from different growth regions. Odor activity values (OAVs), calculated based on odor thresholds (OTs) in water, revealed hexanal, (E)-2-nonenal, (Z)-3-hexenal, eugenol, vanillin, and whiskey lactone as potent odorants for the oak odor. Principal component anal. of the data obtained from sensory evaluation, comparative aroma extract dilution anal. (cAEDA) and their corresponding quantified odorants showed that the highest separation rate was obtained for Hungarian oak, whereas Austrian and Bavarian oak samples were more similar. Recombination experiments by mixing the dominant odorants in their naturally occurring concentrations revealed a good agreement of the smell properties of the model mixture with the smell of the resp. original sample. These findings aim at evaluating and establishing a better understanding of the distinctive smell of oak wood and demonstrated the prospects of new oak sources. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9SDS of cas: 706-14-9).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) 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, 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: 706-14-9

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

Preparation of malonic acid and its esters from carbon suboxide was written by Dashkevich, L. B.. And the article was included in Doklady Akademii Nauk SSSR in 1960.Related Products of 1190-39-2 This article mentions the following:

Pyrolysis of Ac₂O solution of di-Et oxaloacetate best at 850-75° gave 45% C₃O₂. This passed into H₂O containing a trace of HCl gave 97% malonic acid. Similar reaction with ROH in the presence of a few drops of HCl gave the following malonates: di-Me, 96%; di-Et, 97%; di-Pr, 94%; di-Bu, 90%; dicyclohexyl, 61%; dibenzyl, 38%; diphenyl, 69%. The reaction was best run at 60-70°. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Related Products of 1190-39-2).

malonic acid dibutyl ester (cas: 1190-39-2) 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. 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.Related Products of 1190-39-2

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

Effect of fatty acids on the flavor formation of fish sauce was written by Ding, Anzi;Zhu, Meng;Qian, Xiaoqing;Shi, Liu;Huang, Huang;Xiong, Guangquan;Wang, Jun;Wang, Lan. And the article was included in LWT–Food Science and Technology in 2020.COA of Formula: C10H18O2 This article mentions the following:

An appropriate fish model helps track changes of lipid and fatty acid during fermentation Here we selected three freshwater fish (Culter alburnus, Carassius auratus and Ietalurus Punetaus) as the fermentative materials of fish sauce due to their significantly different contents of lipid and unsaturated fatty acid. The electronic nose showed that the flavor profiles of sauce samples prepared with different fish were dramatically different. A total of 71 volatile compounds of fish sauce were detected by solid-phase microextraction-gas chromatog.-mass spectrometry (SPME-GC/MS). Then nine key flavor compounds, including 3-methylbutanal, 3-methyl-1-butanol, 3-(methylthio)propanal, 1-octen-3-ol, phenylacetaldehyde, nonanal, di-Me trisulfide, decanal and hexanol, were screened based on odor activity values. According to correlation anal. between fatty acid profiles and fish sauce aroma, possible pathways of oleic acid (C18:1) and linoleic acid (C18:2) oxidation were suggested: oleic acid undergone the auto-oxidation to mainly form 10- hydroperoxide and 11- hydroperoxide, and (or) secondary form 8-hydroperoxide, then converted to nonanal, octanal and decanal; linoleic acid undergone the enzymic oxidation to form 10-L(S)-hydroperoxy-cis-9, trans-11-octadecadieuoic acid, then converted to 1-octen-3-ol. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9COA of Formula: C10H18O2).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) 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, including apples, durians, pears, bananas, pineapples, and strawberries. 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.COA of Formula: C10H18O2

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

Asymmetric oxidation of olefins with osmium tetroxide coordinated by chiral diamines derived from L-tartaric acid was written by Yamada, Tohru;Narasaka, Koichi. And the article was included in Chemistry Letters in 1986.Recommanded Product: Ethyl 2-hydroxy-3-phenylpropanoate This article mentions the following:

The enantioselective oxidation of RCH:CR¹R² (R = Ph, PhCH₂; R¹ = H, MeO, Me₃SiO; R² = Ph, OEt, OMe) and indene (6 compounds) with OsO₄ coordinated by chiral diamines I [R³ = H, Me; R⁴ = Me, Ph, 1-naphthyl; R⁵,R⁶ = Me; R⁵₂ = R⁶₂ = (CH₂)₄, (CH₂)₅] derived from L-tartaric acid was described. PhCH:C(OMe)₂ and trans-PhCH:CHPh were converted to (R)-PhCH(OH)CO₂Me and (1R,2R)-PhCH(OH)CH(OH)Ph with 66 and 90% enantiomeric excess, resp., using I [R³ = H, R⁴ = 1-naphthyl, R⁵₂ = R⁶₂ = (CH₂)₅]. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Recommanded Product: Ethyl 2-hydroxy-3-phenylpropanoate).

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. 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.Recommanded Product: Ethyl 2-hydroxy-3-phenylpropanoate

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

Enhancement of nutritional, sensory and storage stability by lactic fermentation of Auricularia auricula was written by Sun, Zhengchen;Cong, Yu;Li, Tianyu;Meng, Xianghong;Zhang, Fang. And the article was included in Journal of the Science of Food and Agriculture in 2022.Computed Properties of C6H12O2 This article mentions the following:

Auricularia auricula is of important nutritional value, although its utilization or consumption are mainly under the original form with no further processing. Indeed, its liquid or other fermented products contribute to improved digestion and absorption of nutrients. The present study used Lactiplantibacillus plantarum to ferment A. auricula juice after an initial processing comprising superfine grinding and high-pressure homogenization. The content of probiotic bacteria in the juice of A. auricula reached 8.48 log colony-forming units mL-1 after 24 h of fermentation under 37°C, with the addition of 3% carbon and 0.3% nitrogen source. Meanwhile, the antioxidant activity was increased approx. two-fold, as well as the enriched volatile flavors, both effectively cover up the unwelcoming earthy smell of A. auricula. Furthermore, the storage stability was also strengthened up to 28 days. In summary, the introduced fermentation process not only realized the purpose of improving the nutritional value of A. auricula, but also effectively upgraded the sensory evaluation of A. auricula products. 2022 Society of Chem. Industry. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Computed Properties of C6H12O2).

Methyl2-methylbutyrate (cas: 868-57-5) 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. 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.Computed Properties of C6H12O2

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

A ring-closing metathesis approach for the synthesis of (±)-pregabalin was written by Bobade, Vivek D.;Mhaske, Pravin C.;Vadgaonkar, Kamlesh S.;Shelke, Shivaji H.. And the article was included in Monatshefte fuer Chemie in 2012.Product Details of 10203-58-4 This article mentions the following:

Efficient utilization of a Mannich-type reaction and the ring-closing metathesis (RCM) approach that leads to a convenient synthesis of 3-(aminomethyl)-5-methylhexanoic acid (pregabalin) is described. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Product Details of 10203-58-4).

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

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

Synthesis and photophysical characterization of porphyrin, chlorin and bacteriochlorin molecules bearing tethers for surface attachment was written by Muthiah, Chinnasamy;Taniguchi, Masahiko;Kim, Han-Je;Schmidt, Izabela;Kee, Hooi Ling;Holten, Dewey;Bocian, David F.;Lindsey, Jonathan S.. And the article was included in Photochemistry and Photobiology in 2007.Recommanded Product: Dimethyl 5-ethynylisophthalate This article mentions the following:

The ability to tailor synthetic porphyrin, chlorin and bacteriochlorin mols. holds promise for diverse studies in artificial photosynthesis. Toward this goal, the synthesis and photophys. characterization of five tetrapyrrole compounds is described. Each compound bears a surface attachment group. One set contains three meso-substituted porphyrins that differ only in the nature of a surface-binding tether-isophthalic acid, ethynylisophthalic acid or cyanoacrylic acid. The other set includes a porphyrin, chlorin and bacteriochlorin each of which bears an ethynylisophthalic acid tether. The ester derivative of each compound was prepared for solution photophys. characterization studies. The photophys. studies include determination (in toluene or acetonitrile) of the electronic absorption and fluorescence spectra, fluorescence yield and lifetime of the lowest excited singlet state. The excited-state lifetimes range from 1 to 5.6 ns for the five compounds The radiative rate constant for the excited-state decay was estimated from the photophys. data (fluorescence yield and excited-state lifetime) and from Strickler-Berg anal. of the absorption and fluorescence spectra. The synthesis and characterization of the tetrapyrrole compounds underpin their use as sensitizers in mol.-based solar cells. In the experiment, the researchers used many compounds, for example, Dimethyl 5-ethynylisophthalate (cas: 313648-56-5Recommanded Product: Dimethyl 5-ethynylisophthalate).

Dimethyl 5-ethynylisophthalate (cas: 313648-56-5) 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. 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: Dimethyl 5-ethynylisophthalate

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

A Unified and Desymmetric Approach to Chiral Tertiary Alkyl Halides was written by Zheng, Yin;Zhang, Suihan;Low, Kam-Hung;Zi, Weiwei;Huang, Zhongxing. And the article was included in Journal of the American Chemical Society in 2022.Application In Synthesis of Diethyl isobutylmalonate This article mentions the following:

A suite of dinuclear zinc catalysts with a prolinol- or pipecolinol-derived tetradentate ligand reductively desymmetrized a large collection of easily available halomalonic esters to α-halo-β-hydroxyesters were reported. These polyfunctionalized tertiary alkyl fluorides, chlorides, and bromides proved to be useful intermediates toward fluorinated drug analogs and polyhalogenated monoterpenes. The facile intramol. epoxidation of the chiral chloride and bromide products was enabled an expeditious access to natural products containing tertiary alc. motifs. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Application In Synthesis of Diethyl isobutylmalonate).

Diethyl isobutylmalonate (cas: 10203-58-4) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. 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.Application In Synthesis of Diethyl isobutylmalonate

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

RNA-Seq Reveals the Effect of Ethylene on the Volatile Organic Components (VOCs) of Cavendish Banana at Different Post-harvesting Stages was written by Dou, Tongxin;Hu, Chunhua;Zhao, Shujing;Gao, Huijun;He, Weidi;Deng, Guiming;Sheng, Ou;Bi, Fangcheng;Yang, Qiaosong;Li, Chunyu;Yi, Ganjun;Dong, Tao. And the article was included in Journal of Plant Growth Regulation in 2022.Name: Isopentyl 3-methylbutanoate This article mentions the following:

Aroma serves as one of the decisive factors influencing the value of banana commodities. Most of characteristic volatile organic components (VOCs) are formed during post-harvesting. However, the changing of VOCs of banana at different post-harvesting stages remain ambiguous. In this study, the VOCs of Cavendish banana for the four typical post-harvesting stages (green stage/half of yellow stage/yellow ripening stage/over ripening stage) are clarified using headspace solid phase micro-extraction (HS-SPME), combined with gas chromatog.-mass spectrometry (GC-MS). The results inferred that the relative content of branched-chain esters such as acetate and butyrate, which form the main contributors of aroma in bananas, is higher in the T2 and T3 stages. Further, RNA-Seq technol. was employed to clarify the formation mechanism of banana aroma in the post-harvesting stage. The MaTGL4 gene of the linoleic acid metabolism pathway and the MaBCAT3 and MaBCAT5 genes of the valine, leucine and isoleucine degradation pathway in banana suggest the expression is active late in the ripening stage, and the upregulated expression of these genes is analogus to the formation of aroma components such as branched-chain esters and hexenal. The above results not only provide baseline data on the differences in phys. and chem. properties of VOCs in various post-harvesting stages of banana production, but also provide theor. guidance facilitating the subsequent improvement of the com. value of bananas through genetic improvement. In the experiment, the researchers used many compounds, for example, Isopentyl 3-methylbutanoate (cas: 659-70-1Name: Isopentyl 3-methylbutanoate).

Isopentyl 3-methylbutanoate (cas: 659-70-1) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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. Name: Isopentyl 3-methylbutanoate

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