Tag: 100-200

Enantioselectivity of Pseudomonas cepacia lipase for the acetylation of 2-hydroxy carboxylic acid esters was written by Sundholm, Oskari;Kanerva, Liisa T.. And the article was included in ACH – Models in Chemistry in 1998.Formula: C11H14O3 This article mentions the following:

Structurally different Et or Me 2-hydroxy carboxylates were resolved by Pseudomonas cepacia lipase-catalyzed acetylations with vinyl acetate in di-Et ether. One type of the alc. substrates (2-hydroxy-2-arylacetates and 2-hydroxy-3-arylpropionates) contained a hydroxy group at the stereocenter. These compounds were resolved with high enantioselectivity (ee 91-99%) at ca. 50% conversion. The other alc. substrates [threo-2-hydroxy-3-methylbutyrate and threo- or erythro-2-hydroxy-3-aryl-3-arylthio(or aryloxy)propionates] with two stereocenters generally resulted in enantiopure products, and the reactions stopped at 50% conversion. 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. 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.Formula: C11H14O3

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

Silicon-initiated carbonylative carbotricyclization and [2+2+2+1] cycloaddition of enediynes catalyzed by rhodium complexes was written by Bennacer, Bibia;Fujiwara, Masaki;Lee, Seung-Yub;Ojima, Iwao. And the article was included in Journal of the American Chemical Society in 2005.Category: esters-buliding-blocks This article mentions the following:

The reaction of dodec-11-ene-1,6-diynes or their heteroatom congeners with a hydrosilane catalyzed by Rh(acac)(CO)₂ at ambient temperature and pressure of CO gives the corresponding fused 5-7-5 tricyclic products, 5-oxo-1,3a,4,5,7,9-hexahydro-3H-cyclopenta[e]azulenes or their heteroatom congeners, in excellent yields through a unique silicon-initiated cascade carbonylative carbotricyclization (CO-SiCaT) process. It has also been found that the 5-7-5 fused tricyclic products can be obtained from the same type of enediynes and CO through a novel intramol. [2+2+2+1] cycloaddition process. The characteristics of these two tricyclization processes and the fundamental differences in their reaction mechanisms are discussed. This novel higher-order cycloaddition reaction has also been successfully applied to the tricyclization of undeca-5,10-diyn-1-als, affording the corresponding 5-7-5 fused-ring products bearing a seven-membered lactone moiety. Related [2+2+2] tricyclizations of enediyne and diynal substrates are also discussed. These newly discovered reactions can construct multiple bonds all at once, converting linear starting materials to polycyclic compounds in a single step. Thus, these new processes provide innovative routes to functionalized polycyclic compounds that are useful for the syntheses of natural and unnatural products. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Category: esters-buliding-blocks).

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. 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

Iridium(III)-Catalyzed Direct Intermolecular Chemoselective α-Amidation of Masked Aliphatic Carboxylic Acids with Dioxazolones via Nitrene Transfer was written by Mahato, Sanjit K.;Ohara, Nozomi;Khake, Shrikant M.;Chatani, Naoto. And the article was included in ACS Catalysis in 2021.Electric Literature of C6H12O2 This article mentions the following:

The Ir(III)-catalyzed direct α-C-H amidation of imidazole-masked aliphatic carboxylic acids I [R = H, Me; R¹ = n-Bu, cyclopentylmethyl, 4-bromophenyl, 1H-indol-3-ylmethyl, etc.; RR¹ = -(CH₂)₃-, -(CH₂)₄-] with dioxazolones II (R² = n-Pr, 4-bromophenyl, 2-phenylethyl, furan-2-yl, etc.) for the preparation of amidated imidazoles III is reported. The presence of an imidazole moiety as a directing group is a key to the success of the reaction. The products III (R = H; R¹ = n-Bu; R² = Ph) can be easily converted to N-(1-oxo-1-(pentylamino)hexan-2-yl)benzamide and N-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzamide in a simple procedure. The reaction shows a broad substrate scope for various substituted 2-acylimidazoles I, as well as a variety of dioxazolone derivatives II with important functional groups being tolerated. The reaction mechanism was investigated by deuterium-labeling experiments, Hammett plots, NMR, and FAB-MS, and propose the generation of an iridium nitrene intermediate. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Electric Literature 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. 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 C6H12O2

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

Cyclobutane-bicyclobutane systems. 11. Formation and stability of alkoxyimidates in the cyclobutane-bicyclobutane system was written by Hoz, S.;Aurbach, D.. And the article was included in Tetrahedron in 1985.Safety of Methyl 3,3-dimethoxycyclobutanecarboxylate This article mentions the following:

Reactions of CN^– with the bicyclobutane derivatives I and II (X = Cl, Br) in MeOH gave the alkoxyimidates, for which equilibrium formation constants were determined Imidate formation was favored by electron-withdrawing groups. The central bond of the bicyclobutane moiety was a good mediator for transmitting electronic effects. In the experiment, the researchers used many compounds, for example, Methyl 3,3-dimethoxycyclobutanecarboxylate (cas: 98231-07-3Safety of Methyl 3,3-dimethoxycyclobutanecarboxylate).

Methyl 3,3-dimethoxycyclobutanecarboxylate (cas: 98231-07-3) 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. 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 Methyl 3,3-dimethoxycyclobutanecarboxylate

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

Palladium-Catalyzed Decarboxylative γ-Arylation for the Synthesis of Tetrasubstituted Chiral Allenes was written by Scheipers, Ina;Mueck-Lichtenfeld, Christian;Studer, Armido. And the article was included in Angewandte Chemie, International Edition in 2019.Name: Methyl2-methylbutyrate This article mentions the following:

An enantiospecific palladium-catalyzed decarboxylative coupling of acyclic β,γ-alkynoic acids with various aryl iodides to chiral tetrasubstituted allenes is described. The coupling reaction comprises a decarboxylative γ-palladation of α,α-disubstituted carboxylic acids to provide the tetrasubstituted allenes with complete point-to-axial chirality transfer in excellent yields. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Name: Methyl2-methylbutyrate).

Methyl2-methylbutyrate (cas: 868-57-5) 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. 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: Methyl2-methylbutyrate

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

Signaling in the tomato immunity against Fusarium oxysporum was written by Hernandez-Aparicio, Francisco;Lison, Purificacion;Rodrigo, Ismael;Belles, Jose Maria;Lopez-Gresa, M. Pilar. And the article was included in Molecules in 2021.Name: Ethyl 2-hydroxybenzoate This article mentions the following:

New strategies of control need to be developed with the aim of economic and environmental sustainability in plant and crop protection. Metabolomics is an excellent platform for both understanding the complex plant-pathogen interactions and unraveling new chem. control strategies. GC-MS-based metabolomics, along with a phytohormone anal. of a compatible and incompatible interaction between tomato plants and Fusarium oxysporum f. sp. lycopersici, revealed the specific volatile chem. composition and the plant signals associated with them. The susceptible tomato plants were characterized by the over-emission of methyl- and ethyl-salicylate as well as some fatty acid derivatives, along with an activation of salicylic acid and abscisic acid signaling. In contrast, terpenoids, benzenoids, and 2-ethylhexanoic acid were differentially emitted by plants undergoing an incompatible interaction, together with the activation of the jasmonic acid (JA) pathway. In accordance with this response, a higher expression of several genes participating in the biosynthesis of these volatiles, such as MTS1, TomloxC, TomloxD, and AOS, as well as JAZ7, a JA marker gene, was found to be induced by the fungus in these resistant plants. The characterized metabolome of the immune tomato plants could lead to the development of new resistance inducers against Fusarium wilt treatment. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Name: Ethyl 2-hydroxybenzoate).

Ethyl 2-hydroxybenzoate (cas: 118-61-6) 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. 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.Name: Ethyl 2-hydroxybenzoate

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

Metal- and Additive-Free Intermolecular Aziridination of Olefins Using N-Boc-O-tosylhydroxylamine was written by Jat, Jawahar L.;Chandra, Dinesh;Kumar, Puneet;Singh, Vikram;Tiwari, Bhoopendra. And the article was included in Synthesis in 2022.Synthetic Route of C12H20O2 This article mentions the following:

A metal and additive-free stereospecific direct N-H and N-Me aziridination of inactivated olefins was disclosed using N-Boc- O-tosylhydroxylamine (TsONHBoc) as an aminating agent in hexafluoroisopropanol (HFIP) to gave aziridine derivatives such as I [R¹ = H, Me; R² = Et, Bz, octyl, etc.; R³ = H, Me; R⁴ = H, Me, Ph, etc.; R²R⁴ = (CH₂)₄, (CH₂)₆]. The use of TsONHBoc, which generates the free aminating agent in situ under the reaction conditions, had several inherent advantages over other similar agents, such as low cost, easy access, and stability (non-explosiveness) during storage over a longer time. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3Synthetic Route of C12H20O2).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) 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. 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.Synthetic Route of C12H20O2

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

Tipranavir analogous 3-sulfonylanilidotetronic acids: new synthesis and structure-dependent anti-HIV activity was written by Schobert, Rainer;Stehle, Ralf;Walter, Hauke. And the article was included in Tetrahedron in 2008.Computed Properties of C11H14O3 This article mentions the following:

Sulfonamide-containing tetronic acids I [R¹ = Me, Ph, R² = Me, H, R¹R² = (CH₂)₅, R³ = H, F, Cl, Me], structural analogs of the HIV-1 protease inhibitor tipranavir, were synthesized in five steps including a microwave-assisted Claisen rearrangement of cinnamyl tetronates and a modified Charette cyclopropanation of the so-formed 3-allyltetronic acids. Compounds I with two non-H residues (R¹, R²) at C-5 of the tetronate core exhibited structure-dependent antiviral activity in two HIV strains. Derivatives I (R¹ = R² = Me, R³ = Cl) and I [R¹R² = (CH₂)₅, R³ = Me] were most active (IC₅₀<10 μM) in the sensitive strain HIV_NL4-3. In the experiment, the researchers used many compounds, for example, Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6Computed Properties of C11H14O3).

Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6) 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. 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 C11H14O3

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

Combined bioderivatization and engineering approach to improve the efficiency of geraniol production was written by Wang, Xun;Xiao, Longjie;Zhang, Xinyi;Zhang, Jia;Zhang, Yu;Wang, Fei;Li, Xun. And the article was included in Green Chemistry in 2022.Recommanded Product: (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate This article mentions the following:

Constructing microbial factories offers a sustainable strategy for terpenoid synthesis; however, the accumulation of terpenoid products is often toxic to cells and hampers production yields. Here, we developed a bioderivatization strategy that successfully alleviates the toxicity of the end-product and maximizes the biochem. production of geraniol in Escherichia coli. We observed that the conversion of geraniol to less toxic geranyl acetate, which is an esterified derivative of geraniol, had a significant pos. effect on productivity. Subsequently, the high concentration and purity of geraniol was recovered by the combined hydrolysis of geranyl acetate and solid phase adsorption. These findings demonstrate that a combination of bioderivatization and engineering approaches for the biosynthesis of a relatively toxic chem. (geraniol) can mitigate cytotoxicity while further promoting production efficiency. Finally, the maximal titer of these engineering strategies accumulated 13.19 g L^-1 of geraniol by fed-batch fermentation in a 10-L fermentor. This study highlights the ability of this system to address the challenges associated with toxic geraniol accumulation. More broadly, the developed approach could also be considered for metabolic engineering of other similar chems. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3Recommanded Product: (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) 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. 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: (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate

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

Metabolomics and flavoromics analysis of chemical constituent changes during roasting of germinated Sacha inchi (Plukenetia volubilis L.) was written by Keawkim, Kannika;Na Jom, Kriskamol. And the article was included in Food Chemistry: X in 2022.Formula: C6H10O2 This article mentions the following:

This study examined the changes in metabolites together with the flavor profiles of germinated Sacha inchi seeds during roasting by using gas chromatog. The results indicated that roasting partially increased the browning index, amino acid levels, total phenolic content, and antioxidant capacity, but slightly decreased the levels of reducing sugars. Oxidized and rancid compounds were significantly decreased at a 180 °C roasting temperature Pyrazine, furan, and pyrrole were Maillard reaction products that were increased at 180 °C of roasting. Roasting at 145 °C for 45 min after germination for 4 days was determined to be the optimal conditions for roasting germinated Sacha inchi seeds, which reduced the off-flavor and burned taste. The roasted germinated Sacha inchi seed contains higher amino acids than raw seed, which could be used as an alternative source for food products and supplements. In addition, the roasted germinated seeds at 4 days were recommended for food applications. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Formula: C6H10O2).

5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7) 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. 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.Formula: C6H10O2

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