Esters-buliding-blocks

I₂ Catalyzed Direct α-Hydroxylation of β-Dicarbonyl Compounds with Atmospheric Oxygen under Photoirradiation was written by Miao, Chun-Bao;Wang, Yan-Hong;Xing, Meng-Lei;Lu, Xin-Wei;Sun, Xiao-Qiang;Yang, Hai-Tao. And the article was included in Journal of Organic Chemistry in 2013.Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate This article mentions the following:

An I₂-catalyzed hydroxylation of β-dicarbonyl moieties using air as the oxidant under photoirradiation has been developed for the easy preparation of α-hydroxy-β-dicarbonyl compounds The transformation was completed with only 1 mol % of I₂. With α-unsubstituted malonates, the hydroxylated dimerization product was afforded as the predominant product along with a minor product, α,α-dihydroxyl malonate. 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 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.Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate

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

Design, synthesis and antimalarial activity of novel, quinoline-Based, zinc metallo-aminopeptidase inhibitors was written by Flipo, Marian;Florent, Isabelle;Grellier, Philippe;Sergheraert, Christian;Deprez-Poulain, Rebecca. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Recommanded Product: Diethyl isobutylmalonate This article mentions the following:

PfA-M1, a neutral zinc aminopeptidase of Plasmodium falciparum, is a new potential target for the discovery of antimalarials. The design and synthesis of a library of 45 quinoline-based inhibitors of PfA-M1 is reported. The best inhibitor displays an IC₅₀ of 854 nM. The antimalarial activity on a CQ-resistant strain and the specificity towards mammalian aminopeptidase N are also discussed. Compounds thus prepared and evaluated included N¹-hydroxy-N²-(2-methylpropyl)-N²-(4-quinolinyl)propanediamide, N¹-hydroxy-N²,2-bis(2-methylpropyl)-N²-(4-quinolinyl)propanediamide and 2-amino-N¹-hydroxy-N²-(2-methylpropyl)-N²-(4-quinolinyl)propanediamide. These compounds were analogs of N-(cyclopropylmethyl)-N-(4-quinolinyl)-β-alaninamide. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Recommanded Product: Diethyl isobutylmalonate).

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. 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: Diethyl isobutylmalonate

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

A Nanomolar-Potency Small Molecule Inhibitor of Regulator of G-Protein Signaling Proteins was written by Blazer, Levi L.;Zhang, Haoming;Casey, Emma M.;Husbands, Stephen M.;Neubig, Richard R.. And the article was included in Biochemistry in 2011.Electric Literature of C8H6FNS This article mentions the following:

Regulators of G-protein signaling (RGS) proteins are potent neg. modulators of signal transduction through G-protein-coupled receptors. They function by binding to activated (GTP-bound) Gα subunits and accelerating the rate of GTP hydrolysis. Modulation of RGS activity by small mols. is an attractive mechanism for fine-tuning GPCR signaling for therapeutic and research purposes. Here we describe the pharmacol. properties and mechanism of action of CCG-50014, the most potent small mol. RGS inhibitor to date. It has an IC₅₀ for RGS4 of 30 nM and is >20-fold selective for RGS4 over other RGS proteins. CCG-50014 binds covalently to the RGS, forming an adduct on two cysteine residues located in an allosteric regulatory site. It is not a general cysteine alkylator as it does not inhibit activity of the cysteine protease papain at concentrations >3000-fold higher than those required to inhibit RGS4 function. It is also >1000-fold more potent as an RGS4 inhibitor than are the cysteine alkylators N-ethylmaleimide and iodoacetamide. Anal. of the cysteine reactivity of the compound shows that compound binding to Cys¹⁰⁷ in RGS8 inhibits Gα binding in a manner that can be reversed by cleavage of the compound-RGS disulfide bond. If the compound reacts with Cys¹⁶⁰ in RGS8, the adduct induces RGS denaturation, and activity cannot be restored by removal of the compound The high potency and good selectivity of CCG-50014 make it a useful tool for studying the functional roles of RGS4. In the experiment, the researchers used many compounds, for example, 4-Fluorobenzylisothiocyanate (cas: 2740-88-7Electric Literature of C8H6FNS).

4-Fluorobenzylisothiocyanate (cas: 2740-88-7) 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.Electric Literature of C8H6FNS

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

Comparative Evaluation of Key Aroma-Active Compounds in Sweet Osmanthus (Osmanthus fragrans Lour.) with Different Enzymatic Treatments was written by Sheng, Xiaojing;Lin, Yingnan;Cao, Jianmin;Ning, Yang;Pang, Xueli;Wu, Jihong;Kong, Fanyu. And the article was included in Journal of Agricultural and Food Chemistry in 2021.Reference of 706-14-9 This article mentions the following:

Sweet osmanthus (Osmanthus fragrans Lour.) (OF) is one of the ten most famous flowers in China for its unique and delicate fragrance. A combined solid-phase microextraction and solvent-assisted flavor evaporation method was used to accurately capture the overall aromatic profile and characterize the predominant odorants of fresh osmanthus with the help of gas chromatog. (GC)-olfactometry and comprehensive two-dimensional GC-quadrupole time-of-flight mass spectrometry (GC x GC-QTOF-MS). Twenty-six volatiles were identified for the first time in OF. A total of 23 potent odorants, dominated by monoterpene oxides and C₆ aliphatic aldehydes, were identified. The efficacy of pectinase, β-glucosidase, and their combination on the aroma enhancement of OF was evaluated by quantitation of the target aroma components using GC-triple quadrupole-MS. The total concentration of key aroma components increased in all three enzyme treatment groups, and the increase was more significant in two β-glucosidase-treated groups. Changes in odor activity values and odor spectrum values of key odorants indicated that the pectinase-treated sample had more prominent floral, green, and potato-like scents. In contrast, the β-glucosidase-treated sample had more dominant floral, woody, almond-like, and fruity notes but less green odor, which was confirmed by sensory evaluation. β-Glucosidase and pectinase complement one another very well, and together, promote a remarkable aroma enhancement in OF. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Reference of 706-14-9).

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. 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.Reference of 706-14-9

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

Synthesis of Oligoenes that Contain up to 15 Double Bonds from 1,6-Heptadiynes was written by Czekelius, Constantin;Hafer, Jillian;Tonzetich, Zachary J.;Schrock, Richard R.;Christensen, Ronald L.;Mueller, Peter. And the article was included in Journal of the American Chemical Society in 2006.Electric Literature of C10H14O4 This article mentions the following:

This paper reports the synthesis of polyene oligomers (“oligoenes”) that contain up to 15 double bonds that are identical to the “all five-membered ring” species formed through cyclopolymn. of diisopropyldipropargylmalonate. The oligoenes contain an isopropylidene unit at each end. The isolated oligoenes range from the “dimer” (a pentaene, (E)-di-1,2-[1-(2-methyl-propenyl)-4,4-di-iso-propyl-carboxy-cyclopent-1-enyl]-ethene (3b₂)) to the “heptamer” (3b₇, a pentadecaene). Oligoenes 3b₂, 3b₃, 3b₄, 3b₅, and 3b₇ were prepared through Wittig-like reactions between aldehydes and the appropriate monometallic Mo alkylidene or bimetallic Mo bisalkylidene species whose alkylidene is derived from an identical five-membered ring monomeric unit. Compounds 3b₂, 3b₄, and 3b₆ were prepared through McMurry coupling reactions of aldehydes. A representative aldehyde (the “monomeric” aldehyde) is diisopropyl-3-formyl-4-(2-methylprop-1-enyl)cyclopent-3-ene-1,1-dicarboxylate (2b), McMurry coupling of which yields 3b₂. A heptaene that contains a six-membered ring in the central unit also was prepared in a Wittig-like reaction involving a bimetallic Mo alkylidene; this species is a model for oligoenes that contain both six-membered and five-membered rings. X-ray structures of two bimetallic species that are employed in the synthesis of the oligoenes are reported. 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. 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.Electric Literature of C10H14O4

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

Electrophysiological and Behavioral Responses of Queensland Fruit Fly Females to Fruit Odors was written by Mas, Flore;Manning, Lee-Anne;Singlet, Morgane;Butler, Ruth;Mille, Christian;Suckling, David Maxwell. And the article was included in Journal of Chemical Ecology in 2020.Name: Isopentyl 3-methylbutanoate This article mentions the following:

Females of the Queensland fruit fly (QFF), Bactrocera tryoni, are amongst the most damaging pests of horticulture in Australia and neighboring countries. Females can lay eggs into more than a hundred species of fruits and vegetables, resulting in large crop losses. Sexually mature males can be managed sustainably with traps baited with long-lasting synthetic lures, and sexually immature males and females can be attracted and killed by short-lived protein baits applied directly on surfaces, with a low success rate (< 20%). No long-lasting attractants for virgin or mated females exist. With the aim of developing a female attractant for surveillance, we collected and analyzed the odors of four ripe host fruits: orange, cherry guava, banana and feijoa. Virgin and mated female QFF were tested with gas-chromatog. coupled with electro-antennog. detection to identify electrophysiol. (EAD)-active compounds We detected 41 EAD-active compounds, with seven found common for more than one fruit. Overall, mated females responded more often and with higher intensity than virgin females. In particular, five compounds present either in cherry guava or feijoa triggered a significantly higher EAD response from mated females than from virgins. Twenty-six EAD-active compounds were selected and tested individually in a Y-tube olfactometer to measure attraction of both virgin and mated females. Behavioral responses differed significantly amongst the compounds, but not strongly between virgin and mated females. We did not find any correlation between electrophysiol. and behavioral responses. Further field testing with behaviorally-active compounds is needed for the development of a new QFF female lure. 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. 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.Name: Isopentyl 3-methylbutanoate

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

Direct catalytic asymmetric Mannich reactions of malonates and β-keto esters was written by Marigo, Mauro;Kjaersgaard, Anne;Juhl, Karsten;Gathergood, Nicholas;Jorgensen, Karl Anker. And the article was included in Chemistry – A European Journal in 2003.Computed Properties of C11H20O4 This article mentions the following:

The first catalytic asym. direct Mannich reaction of malonates and β-keto esters has been developed. Malonates react with an activated N-tosyl-α-imino ester catalyzed by chiral tert-butyl-bisoxazoline/Cu(OTf)₂ to give the Mannich adducts in high yields and with up to 96% ee. These reactions create a chiral quaternary carbon center and it is demonstrated that this new direct Mannich reactions provides for example a new synthetic procedure for the formation of optically active β-carboxylic ester α-amino acid derivatives A series of different β-keto esters with various ester substituents has been screened as substrates for the catalytic asym. direct Mannich reaction and it was found that the best results in terms of yield, diastereo- and enantioselectivity were obtained when tert-Bu esters of β-keto esters were used as the substrate. The reaction of different β-keto tert-Bu esters with the N-tosyl-α-imino ester gave the Mannich adducts in high yields, diastereo- and enantioselectivities (up to 95% ee) in the presence of chiral tert-butyl-bisoxazoline/Cu(OTf)₂ as the catalyst. To expand the synthetic utility of this direct Mannich reaction, a diastereoselective decarboxylation reaction was developed for the Mannich adducts leading to a new synthetic approach to attractive optically active β-keto α-amino acid derivatives Based on the stereochem. outcome of the reactions, various approaches of the N-tosyl-α-imino ester to the chiral bisoxazoline/Cu^II-substrate intermediate are discussed. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Computed Properties of C11H20O4).

Diethyl isobutylmalonate (cas: 10203-58-4) 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. Computed Properties of C11H20O4

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

B(C₆F₅)₃-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids was written by Zhang, Yangyang;Zhang, Xinzhi;Zhao, Jincheng;Jiang, Jun. And the article was included in Organic & Biomolecular Chemistry in 2021.SDS of cas: 19432-68-9 This article mentions the following:

A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C₆F₅)₃ has been developed. This powerful methodol. provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9SDS of cas: 19432-68-9).

Methyl 2-thienylacetate (cas: 19432-68-9) 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.SDS of cas: 19432-68-9

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

Divergent Synthesis of β-Hydroxy Amides (Esters) and γ-Amino Alcohols via Ir/f-Diaphos Catalyzed Asymmetric Hydrogenation was written by Zhao, Xianghua;Yang, Zehui;Cheng, Yuqi;Huang, An;Hu, Fangyuan;Ling, Fei;Zhong, Weihui. And the article was included in Advanced Synthesis & Catalysis in 2022.SDS of cas: 13669-10-8 This article mentions the following:

The iridium/f-diaphos L2 or L9 catalyzed asym. hydrogenation of β-aryl β-keto amides (esters), and β-amino ketones to afford two enantiomers of the desired chiral alcs. was realized with 90%-99% yield and 73%-99% ee. This protocol could be easily conducted on gram scale in the presence of low catalyst loading (up to 9900 TON). Moreover, the hydrogenated products are versatile building blocks for a variety of biol. active mols. and drugs, such as Fluoxetine, Dapoxetine and so on. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8SDS of cas: 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. 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.SDS of cas: 13669-10-8

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

Physiological and transcriptomic analysis reveals the roles of 1-MCP in the ripening and fruit aroma quality of banana fruit (Fenjiao) was written by Zhu, Xiaoyang;Song, Zunyang;Li, Qiumian;Li, Jun;Chen, Weixin;Li, Xueping. And the article was included in Food Research International in 2020.Category: esters-buliding-blocks This article mentions the following:

Fenjiao (Musa ABB Pisang Awak) is a popular banana cultivar due to its good taste and stress resistance, but it has a short shelf-life and deteriorates rapidly post-harvest. The effects of 1-methylcyclopropene (1-MCP) treatment on fruit physiol. and quality and transcriptomic profiles are investigated in this study. The results showed that 1-MCP significantly delayed fruit ripening by repressing fruit softening and inhibiting the respiratory rate and ethylene production The 1-MCP treatment delayed sugar accumulation and influenced the content of the precursors of the biosynthesis of aroma volatiles. 1-MCP reduced the production of flavor-contributing volatile esters isoamyl isobutyrate, isoamyl acetate and trans-2-hexenal and hexanal, but dramatically increased the hexyl acetate production at the full-ripening stage. The transcriptomic anal. showed that 1-MCP dramatically affected the transcript profiles during fruit ripening, especially the KEGG pathways involved in amino acid metabolism, biosynthesis of other secondary metabolites, carbohydrate metabolism, lipid metabolism, signal transduction, and translation classes. The key genes and the corresponding enzyme activities involved in the volatile and ethylene synthesis were severely repressed due to the 1-MCP treatment. The 1-MCP treatment effectively delayed Fenjiao fruit ripening, but affected volatile production by reducing the precursor production and expression level of genes involved in the metabolism pathways of ethylene, auxin and volatiles. In the experiment, the researchers used many compounds, for example, Isopentyl 3-methylbutanoate (cas: 659-70-1Category: esters-buliding-blocks).

Isopentyl 3-methylbutanoate (cas: 659-70-1) 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.Category: esters-buliding-blocks

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