Category: esters-buliding-blocks

Catalytic esterification with solid acid HPM was written by Fu, Xiangkai;Liu, Qiang;Hua, Yanqing;Liu, Chenglun;Liu, Shoujun. And the article was included in Shiyou Huagong in 1989.Product Details of 1190-39-2 This article mentions the following:

Solid acid HPM (sic) was used as the catalyst for preparing 22 esters of acetic acid, propionic acid, propanedioic acid, and benzoic acid with yields of 76-96%. Exptl. results indicate esters from primary and secondary alcs. and aliphatic carboxylic acids, aliphatic dicarboxylic acids, and aromatic carboxylic acids can be obtained by direct esterification with the solid acid HPM catalyst. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Product Details 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. Polyesters are important plastics, with monomers linked by ester moieties. 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.Product Details of 1190-39-2

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

Efficient and reproducible synthesis of an Fmoc-protected Tn antigen was written by Piazza, Sabrina M.;Reynolds, Michael R.;Chiaramonte, Jonathan;Xu, Peihan;Chapa-Villarreal, Fabiola A.;Trant, John F.. And the article was included in New Journal of Chemistry in 2021.Electric Literature of C16H22O11 This article mentions the following:

This concise total synthesis of the Thomsen-Nouveau (Tn) glycoconjugate was accomplished using a palladium-catalyzed coupling between the glycosyl donor and Fmoc-protected serine acceptor. This is, to the best of our knowledge, the shortest synthesis reported from galactose for preparing this essential building block for large-scale solid phase peptide synthesis. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Electric Literature of C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) 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. 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.Electric Literature of C16H22O11

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

Carbon suboxide and some of its reactions. XX. Reaction of carbon suboxide with sodium alcoholates was written by Dashkevich, L. B.;Pechenyuk, V. A.. And the article was included in Zhurnal Obshchei Khimii in 1965.Recommanded Product: malonic acid dibutyl ester This article mentions the following:

Passage of C₃O₂ into RONa in ROH gave colorless precipitates, which heated with EtI 4-6 hrs. gave CH₂(CO₂R)₂ and EtCH(CO₂R)₂, resp. (R shown): Me, 91%, b₇₆₂ 179-81°, and 0%; Et, 95%, b₇₅₂ 197-8°, and 0%; Pr, 80%, b₇₆₂ 229-30°, d²⁰₂₀ 0.9798, n²⁰_D 1.4204, and 13.9%, b₇₆₂ 240-1°, 0.9863, 1.4219; Bu, 56%, b₅ 118-20°, 0.9650, 1.4265, and 37.3%, b₅ 130-2°, 0.9531, 1.4281; n-C₆H₁₃, 41.6%, b₆ 143-5°, 0.9211, 1.4370, and 53%, b₆ 168-70°, 0.9053, 1.4310; n-C₇H₁₅, 38.8%, b₇ 173-5°, 0.9228, 1.4365, and 61%, b₇ 190-2°, 0.9159, 1.4388; cyclohexyl, 38.2%, b₁₀ 168-70°, 1.0154, 1.4725, and 46%, b₁₀ 190-1°, 1.0289, 1.4742; n-C₈H₁₇, 0%, and 84.5%, b₇ 209-11°, –, 1.4430. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Recommanded Product: malonic acid dibutyl ester).

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

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