Category: esters-buliding-blocks

Novel intramolecular two-substituent migration accompanying indenoquinolone formation was written by Staskun, B.. And the article was included in Tetrahedron in 1972.Quality Control of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

Cyclization of 2,2,4′-trichloro-2′,5′-dimethyl-2-benzoylacetanilide and 2,2,2′,4′-tetrachloro-3′,5′-dimethyl-2-benzoylacetanilide by concentrated H2SO4 gave 1,5-dichloro-4,6-dimethylindeno[1,2,3-de]quinolin-2(3H)-one and 1,4,6-trichloro-5-methyl-7H-dibenz[f,ij]-isoquinolin-2(3H)-one (II), resp. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Quality Control of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) 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. 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 Ethyl 3-oxo-3-(m-tolyl)propanoate

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

Bifunctional acyclic nucleoside phosphonates: 2. Symmetrical 2-{[bis(phosphono)methoxy]methyl}ethyl derivatives of purines and pyrimidines was written by Vrbkova, Silvie;Dracinsky, Martin;Holy, Antonin. And the article was included in Collection of Czechoslovak Chemical Communications in 2007.Electric Literature of C9H16O4 This article mentions the following:

Novel bisphosphonate alkylating agent, tetraisopropyl {2-[(mesyloxy)methyl]propane-1,3-diyl}bis(oxymethylene)bisphosphonate (I), was synthesized from di-Et 2,2-bis-(hydroxymethyl)malonate. Decarbethoxylation of the di-Et 2,2-dimethyl-1,3-dioxane-5,5-dicarboxylate was followed by chloromethylation of 2-[(benzyloxy)methyl]propane-1,3-diol and Arbuzov reaction with triisopropyl phosphite. Bisphosphonate building block I was used in the alkylation of various nucleobases (2-amino-6-chloropurine, adenine, 2-amino-6-(cyclopropyl)aminopurine, cytosine, uracil and 4-methoxy-5-methylpyrimidin-2(1H)-one). N⁹-Substituted purines and N¹-substituted pyrimidines were converted to appropriate free bisphosphonic acids. No antiviral or cytostatic activity was detected. In the experiment, the researchers used many compounds, for example, Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate (cas: 82962-54-7Electric Literature of C9H16O4).

Ethyl 2,2-dimethyl-1,3-dioxane-5-carboxylate (cas: 82962-54-7) 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 C9H16O4

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

Production of volatile compounds by wild-type yeasts in a natural olive-derived culture medium was written by Montano, Alfredo;Cortes-Delgado, Amparo;Sanchez, Antonio Higinio;Ruiz-Barba, Jose Luis. And the article was included in Food Microbiology in 2021.COA of Formula: C6H12O2 This article mentions the following:

The production of volatile compounds in naturally fermented green table olives from Manzanilla cultivar was investigated. A total of 62 volatile compounds were detected after 24 wk of fermentation To clarify the contribution of yeasts to the formation of these compounds, such microorganisms were isolated from the corresponding fermenting brines. Five major yeast strains were identified: Nakazawaea molendinolei NC168.1, Zygotorulaspora mrakii NC168.2, Pichia manshurica NC168.3, Candida adriatica NC168.4, and Candida boidinii NC168.5. When these yeasts were grown as pure cultures in an olive-derived culture medium, for 7 days at 25°C, the number of volatiles produced ranged from 22 (P. manshurica NC168.3) to 60 (C. adriatica NC168.4). Contribution of each yeast strain to the qual. volatile profile of fermenting brines ranged from 19% (P. manshurica NC168.3) to 48% (Z. mrakii NC168.2 and C. adriatica NC168.4). It was concluded that C. adriatica NC168.4 presented the best aromatic profile, being a solid candidate to be part of a novel starter culture to enhance the organoleptic properties of naturally fermented green table olives. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5COA of Formula: C6H12O2).

Methyl2-methylbutyrate (cas: 868-57-5) 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. COA of Formula: C6H12O2

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

Effect of dicarboxylic acid esters on selective transfer under friction was written by Chigarenko, G. G.;Ponomarenko, A. G.;Barchan, G. P.;Belevantseva, Z. P.. And the article was included in Khimiya i Tekhnologiya Topliv i Masel in 1984.Product Details of 1190-39-2 This article mentions the following:

The addition of dialkyl dicarboxylic acid esters to lubricating oils increase the maximum loading stress before the start of rapid wear (P) and decreases both the friction coefficient (f) and wear (w, 5 h at 0.8 m/s sliding rate, steel 45/bronze bearing). Thus, P,f, and w of a Soviet industrial oil were 19 MPa, 0.096, and 0.0234 g, resp., but when the oil contained 30% dinonyl adipate (I) [151-32-6] P,f, and w became 54 MPa, 0.010, and 0.0017 g, resp. Similar, but less pronounced, lubricity improvement was obtained when instead of I lower mol. diesters were added to the oil. A spectroscopic examination of the spent, I-containing, oil identified copper adipate  [50603-05-9]. Thus, the diesters form salt films on the bearing surfaces. 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 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.Product Details of 1190-39-2

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

Rapid Assembly of Saturated Nitrogen Heterocycles in One-Pot: Diazo-Heterocycle “Stitching” by N-H Insertion and Cyclization was written by Boddy, Alexander J.;Affron, Dominic P.;Cordier, Christopher J.;Rivers, Emma L.;Spivey, Alan C.;Bull, James A.. And the article was included in Angewandte Chemie, International Edition in 2019.Synthetic Route of C10H11FO2 This article mentions the following:

Methods that provide rapid access to new heterocyclic structures in biol. relevant chem. space provide important opportunities in drug discovery. Here, a strategy is described for the preparation of 2,2-disubstituted azetidines, pyrrolidines, piperidines, and azepanes bearing ester and diverse aryl substituents. A one-pot rhodium catalyzed N-H insertion and cyclization sequence uses diazo compounds to stitch together linear 1,m-haloamines (m = 2-5) to rapidly assemble 4-, 5-, 6-, and 7-membered saturated nitrogen heterocycles in excellent yields. Over fifty examples are demonstrated, including examples with diazo compounds derived from biol. active compounds The products can be functionalized to afford α,α-disubstituted amino acids and applied to fragment synthesis. In the experiment, the researchers used many compounds, for example, Ethyl 2-fluorophenylacetate (cas: 584-74-7Synthetic Route of C10H11FO2).

Ethyl 2-fluorophenylacetate (cas: 584-74-7) 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.Synthetic Route of C10H11FO2

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

The nature of field effects and their fall-off with distance: the acidity of substituted quinuclidinium and bicyclooctylammonium ions was written by Adcock, W.;Anvia, F.;Butt, G.;Cook, A.;Duggan, P.;Grob, C. A.;Marriott, S.;Rowe, J.;Taagepera, M.. And the article was included in Journal of Physical Organic Chemistry in 1991.Application In Synthesis of Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate This article mentions the following:

Gas-phase acidities are reported for a series of substituted quinuclidinium and bicyclo[2.2.2]octylammonium ions. Ab initio calculation are also reported for these equilibrium at the STO-3G and 3-21G (for the quinuclidines) bases and can be used to extend the results. PK_a values obtained for the bicyclooctylammonium ions are compared with previously reported results for the quinuclidinium ions. The results, as a whole, are considered together with similar values obtained for other saturated systems, to look at the varying transmission of field effects with distance. The fall-off observed between the two series in the gas phase is considerably less than expected from simple electrostatics. In contradiction with a recent claim, it is also shown that field effects, as measured by the parameter σ_F, give a good measure of the effect of the substituents in each series compared with a combination of resonance and electronegativity effects. In the experiment, the researchers used many compounds, for example, Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate (cas: 135908-33-7Application In Synthesis of Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate).

Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate (cas: 135908-33-7) 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. 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.Application In Synthesis of Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate

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

A Direct Bronsted Acid-Catalyzed Azidation of Benzhydrols and Carbohydrates was written by Regier, Jeffery;Maillet, Robert;Bolshan, Yuri. And the article was included in European Journal of Organic Chemistry in 2019.Electric Literature of C16H22O11 This article mentions the following:

Benzhydryl alcs. were converted into their corresponding diarylazidomethane analogs using azidotrimethylsilane (TMSN₃) in the presence of a catalytic amount of a Bronsted acid HBF₄·OEt₂. The azidation reactions proceeded in high yields and demonstrated excellent functional group tolerance to electron-donating and electron-withdrawing substituents. In addition, a range of unprotected functional groups including amine, amide, aldehyde and alc. were well-tolerated. Furthermore, this methodol. was successfully applied to carbohydrates for the preparation of the corresponding azide derivatives 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 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. 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.Electric Literature of C16H22O11

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

Optimization of a Novel Series of Ataxia-Telangiectasia Mutated Kinase Inhibitors as Potential Radiosensitizing Agents was written by Min, Jaeki;Guo, Kexiao;Suryadevara, Praveen K.;Zhu, Fangyi;Holbrook, Gloria;Chen, Yizhe;Feau, Clementine;Young, Brandon M.;Lemoff, Andrew;Connelly, Michele C.;Kastan, Michael B.;Guy, R. Kiplin. And the article was included in Journal of Medicinal Chemistry in 2016.Recommanded Product: Methyl 5-methoxy-2-nitrobenzoate This article mentions the following:

We previously reported a novel inhibitor of the ataxia-telangiectasia mutated (ATM) kinase, which is a target for novel radiosensitizing drugs. While our initial lead, compound 4, was relatively potent and nontoxic, it exhibited poor stability to oxidative metabolism and relatively poor selectivity against other kinases. The current study focused on balancing potency and selectivity with metabolic stability through structural modification to the metabolized site on the quinazoline core. We performed extensive structure-activity and structure-property relationship studies on this quinazoline ATM kinase inhibitor in order to identify structural variants with enhanced selectivity and metabolic stability. We show that, while the C-7-methoxy group is essential for potency, replacing the C-6-methoxy group considerably improves metabolic stability without affecting potency. Promising analogs 20, 27g, and 27n were selected based on in vitro pharmacol. and evaluated in murine pharmacokinetic and tolerability studies. Compound 27g possessed significantly improve pharmacokinetics relative to that of 4. Compound 27g was also significantly more selective against other kinases than 4. Therefore, 27g is a good candidate for further development as a potential radiosensitizer. In the experiment, the researchers used many compounds, for example, Methyl 5-methoxy-2-nitrobenzoate (cas: 2327-45-9Recommanded Product: Methyl 5-methoxy-2-nitrobenzoate).

Methyl 5-methoxy-2-nitrobenzoate (cas: 2327-45-9) 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. 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.Recommanded Product: Methyl 5-methoxy-2-nitrobenzoate

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

The effect of an alkoxy group on the kinetic and thermodynamic acidity of benzene and toluene was written by Schlosser, Manfred;Maccaroni, Paola;Marzi, Elena. And the article was included in Tetrahedron in 1998.Product Details of 81245-24-1 This article mentions the following:

2-, 3- And 4-Methoxytoluene can be selectively metalated at an O-adjacent ortho position when butylithium or tert-butyllithium in the presence of sodium (potassium) tert-butoxide or N,N,N’,N”,N”-pentamethyldiethylenetriamine are employed as reagents. In contrast, lithium diisopropylamide or lithium 2,2,6,6-tetramethylpiperidide deprotonate the benzylic α-position of 2- and 3-methoxytoluene exclusively and of 4-methoxytoluene preferentially. These relative reactivities can be rationalized by an interplay of transition state stabilizing and destabilizing forces (dipole matching and metal coordination vs. lone pair repulsion). In the experiment, the researchers used many compounds, for example, Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1Product Details of 81245-24-1).

Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1) 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.Product Details of 81245-24-1

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

Comparative investigation on aroma profiles of five different mint (Mentha) species using a combined sensory, spectroscopic and chemometric study was written by Zhang, Jiguang;Li, Man;Zhang, Hongfei;Pang, Xueli. And the article was included in Food Chemistry in 2022.Synthetic Route of C6H12O2 This article mentions the following:

Mint is a widely used aromatic plant, and the aroma varies among different species. The aroma of five mint species, Mentha citrata L. (MC), Mentha piperita L. (MPI), Mentha spicata L. (MSP), Mentha persicaria L. (MPE), and Mentha suaveolens L. (MSU), were comparatively studied on the sensorial and mol. level. Quant. descriptive anal. revealed that MC presented a pronounced lemon-like note, MSU is dominated by citrus and floral aromas, MPI has a prominent minty flavor, MSP and MPE have a similar scent, both of which are flavored with a spearmint-like note. Forty-one odorants with odor activity values (OAVs) ≥1 were characterized. Principal component anal. and orthogonal partial least squares discrimination anal. based on OAVs indicated that α-citral, menthofuran, isomenthone, menthol, carvone, and linalool were potential odor-active markers for five mint species discrimination. This study herein will provide guidance for mint resources utilization and also aid mint breeding with better flavor. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Synthetic Route of C6H12O2).

Methyl2-methylbutyrate (cas: 868-57-5) 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.Synthetic Route of C6H12O2

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