Category: esters-buliding-blocks

Synthesis of polyorganophosphazenes and fabrication of their blend microspheres and micro/nanofibers as drug delivery systems was written by Ullah Khan, Rizwan;Wang, Li;Yu, Haojie;Zain-Ul-Abdin;Haq, Fazal;Haroon, Muhammad;Naveed, Kaleem-Ur-Rehman;Elshaarani, Tarig;Fahad, Shah;Ren, Sicong;Wang, Jun. And the article was included in International Journal of Polymeric Materials and Polymeric Biomaterials in 2020.Formula: C9H10O3 This article mentions the following:

Four amino acid-based polyorganophosphazenes were synthesized and characterized by ¹H NMR, ³¹P NMR and GPC. Individually, the synthesized polyorganophosphazenes were blended with two commonly used biocompatible polymers, poly (Me methacrylate) (PMMA) and polylactic-co-glycolic acid (PLGA) to fabricate anticancer drug loaded micro/nanofibers and microspheres. The nature of side groups, blend composition and drug contents were particularly found significant to adjust the surface morphol., hydrolytic degradation and drug loading/release behavior of microspheres. Moreover, higher in vitro drug release rate was observed in acidic medium. Collectively, our findings suggest that amino acid-based polyorganophosphazenes blend’ systems may provide a therapeutic strategy for cancers. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Formula: C9H10O3).

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. 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.Formula: C9H10O3

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

Asymmetric Synthesis of Netarsudil: A New Therapeutic for Open-Angle Glaucoma was written by deLong, Mitchell A.;Sturdivant, Jill M.. And the article was included in Synthesis in 2019.Name: Methyl 2-(4-(hydroxymethyl)phenyl)acetate This article mentions the following:

The asym. synthesis of a Rho kinase/norepinephrine transport inhibitor, netarsudil, the active component in the recently FDA-approved product Rhopressa, is described herein. This concise six-step synthetic route utilizes the 2,4-dimethylbenzoate ester of a phenylacetic acid as the backbone of the β-amino acid’s framework. A chiral enolate of the Evans auxiliary, ( R)-4-benzyloxazolidin-2-one, is used to direct the formation of the ( S)-stereocenter by incorporating the N-Boc-protected β-amino Me arm with high diastereoselectivity (96:4 dr) using N-Boc-1-(aminomethyl)benzotriazole as the electrophile. Uniquely, 2,2,2-trichloro-1,1-dimethylethyl chloroformate is used as a non-racemizing activating agent for the coupling reaction between the chiral (S)-3-[(tert-Butoxycarbonyl)amino]-2-(4-{[(2,4-dimethylbenzoyl)oxy]methyl}phenyl)propanoic acid and 6-aminoisoquinoline to provide N-Boc-protected netarsudil in good yield and excellent enantiomeric purity (63%, 98% ee). Final acidic deprotection and recrystallization provides netarsudil (>99% ee), an ophthalmic agent used for the treatment of patients with open-angle glaucoma. In the experiment, the researchers used many compounds, for example, Methyl 2-(4-(hydroxymethyl)phenyl)acetate (cas: 155380-11-3Name: Methyl 2-(4-(hydroxymethyl)phenyl)acetate).

Methyl 2-(4-(hydroxymethyl)phenyl)acetate (cas: 155380-11-3) 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. 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.Name: Methyl 2-(4-(hydroxymethyl)phenyl)acetate

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

Functionalization and patterning of reactive polymer brushes based on surface reversible addition and fragmentation chain transfer polymerization was written by Choi, Jiyeon;Schattling, Philipp;Jochum, Florian D.;Pyun, Jeffrey;Char, Kookheon;Theato, Patrick. And the article was included in Journal of Polymer Science, Part A: Polymer Chemistry in 2012.Related Products of 27249-90-7 This article mentions the following:

We present the synthesis of reactive polymer brushes prepared by surface reversible addition-fragmentation chain transfer polymerization of pentafluorophenyl acrylate. The reactive ester moieties can be used to functionalize the polymer brush film with virtually any functionality by simple post-polymerization modification with amines. Dithiobenzoic acid benzyl-(4-ethyltrimethoxylsilyl) ester was used as the surface chain transfer agent (S-CTA) and the anchoring group onto the silicon substrates. Reactive polymer brushes with adjustable mol. weight, high grafting d., and conformal coverage through the grafting-from approach were obtained. Subsequently, the reactive polymer brushes were converted with amino-spiropyrans resulting in reversible light-responsive polymer brush films. The wetting behavior could be altered by irradiation with UV or visible light. Furthermore, a patterned surface of polymer brushes was obtained using a lithog. technique. UV irradiation of the S-CTA-modified substrates leads to a selective degradation of S-CTA in the exposed areas and gives patterned activated polymer brushes after a subsequent RAFT polymerization step. Conversion of the patterned polymer brushes with 5-((2-aminoethyl)amino)naphthalene-1-sulfonic acid resulted in patterned fluorescent polymer brush films. The utilization of reactive polymer brushes offers an easy approach in the fabrication of highly functional brushes, even for functionalities whose introduction is limited by other strategies. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012. In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7Related Products of 27249-90-7).

Benzyl benzodithioate (cas: 27249-90-7) 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.Related Products of 27249-90-7

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

Click chemistry-based synthesis and cytotoxic activity evaluation of 4α-triazole acetate podophyllotoxin derivatives was written by Hou, Wei;Zhang, Guanjun;Luo, Zhi;Su, Lin;Xu, Hongtao. And the article was included in Chemical Biology & Drug Design in 2019.Application In Synthesis of tert-Butyl (3-ethynylphenyl)carbamate This article mentions the following:

A series of novel 4α-triazole acetate podophyllotoxin derivatives were synthesized via click chem. In vitro cytotoxic activity evaluation showed that most of the derivatives exhibited potent inhibitory activities against the tested cancer cell lines with low nanomolar IC₅₀ values. Further studies demonstrated that compound I exhibited broad-spectrum cytotoxic activities, effectively overcame drug-resistance, and showed relatively weak cytotoxicity on non-cancer cells. Preliminary mechanistic studies indicated that I might have action on microtubule, cause cell cycle arrest at G₂/M phase, and induce apoptosis in human PC-3 cancer cells. In the experiment, the researchers used many compounds, for example, tert-Butyl (3-ethynylphenyl)carbamate (cas: 185619-66-3Application In Synthesis of tert-Butyl (3-ethynylphenyl)carbamate).

tert-Butyl (3-ethynylphenyl)carbamate (cas: 185619-66-3) 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. 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.Application In Synthesis of tert-Butyl (3-ethynylphenyl)carbamate

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

Influence of apricot constituents as eco-friendly corrosion inhibitor for mild steel in acidic medium: A theoretical approach was written by Khadom, Anees A.;Jassim, Salah A.;Kadhim, Mustafa M.;Ali, Nabaa B.. And the article was included in Journal of Molecular Liquids in 2022.COA of Formula: C12H20O2 This article mentions the following:

The corrosion prevention mechanism of steel by apricot juice as green chems. was better understood using mol. dynamics and quantum chem. simulations. Furthermore, math. and statistical anal. were a powerful tool for building a relationship between inhibitor performance and independent variables. Eighteen main compounds of apricot juice were investigated using quantum chem. calculations HOMO energy, LUMO energy, energy gap, chem. hardness, electrophilicity index, softness, and back donation were calculated as identifications parameters. Caffeic acid, beta-cyclocitral and gallic acid were observed as the most potent inhibitors between all the studied components. In addition, docking studies were applied to present the interactions with A.ferrooxidans bacteria that caused the corrosion. Math. model, with good correlation coefficient, was designed to link quantum chem. characteristics to theor. inhibitory efficiency (%IEcal). Theor. data were compared with exptl. one (%IEexp). %IEexp was ranged from 53 to 75%, while the %IEcal was ranged from 61 to 73%. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3COA of Formula: C12H20O2).

(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. 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: C12H20O2

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

Water-soluble esters: useful enzyme substrates for the synthesis of β-lactam antibiotics was written by Muneyuki, Ryonosuke;Mitsugi, Takashi;Kondo, Eiji. And the article was included in Chemistry & Industry (London, United Kingdom) in 1981.Application of 19432-68-9 This article mentions the following:

Water-soluble thienyl and aromatic esters acylated β-lactam amines in the presence of 3 enzymes. E.g., I, prepared by treating RCH₂CO₂Me (R = 2-thienyl) with H(OCH₂CH₂)₄OH and K₂CO₃ (60°, 70 mm Hg, 3 h), with II (R¹ = H) in the presence of Bacillus circulans M-1123-5 gave 49.6% II (R¹ = 2-thienylacetyl). In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Application of 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. 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.Application of 19432-68-9

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

Mild halogenation of stabilized ester enolates by cupric halides was written by Shi, Xiaoxin;Dai, Lixin. And the article was included in Journal of Organic Chemistry in 1993.Recommanded Product: Diethyl 2-(prop-2-yn-1-yl)malonate This article mentions the following:

The reactions of various stabilized ester enolates of 2-keto, 2-(alkoxycarbonyl), 2-phosphoryl, and 2-(benzenesulfonyl) esters with cupric chloride or cupric bromide have been examined The reactions lead to 2-halo esters in good to excellent yields under mild conditions. Enolates which contain an unsaturated functionality such as a double bond, a triple bond, or an allylic or a benzylic moiety react with high chemoselectivity. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Recommanded Product: 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 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. 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: Diethyl 2-(prop-2-yn-1-yl)malonate

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

Effect of different drying technologies on the characteristics and quality of lemon slices was written by Xu, Qinglian;Pan, Hongjie;Shui, Yuru;Xing, Yage;Wu, Lin;Zheng, Faying;Fan, Xiangfeng;Bi, Xiufang. And the article was included in Journal of Food Science in 2022.Recommanded Product: (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate This article mentions the following:

This experiment aimed to investigate the effects of four drying methods, namely, hot air drying (HAD), microwave drying (MD), vacuum drying (VD), and microwave vacuum drying (MVD), on the quality of lemon slices. The relevant indicators, including total phenolic content, ascorbic acid content, browning, color, reducing sugar content, volatile component measurements, and principal component anal. of 0 and 30 days storage, were compared after exposure to the four drying methods. The shortest time of 64 min was used to treat the lemon slices via MVD at 1 KW. These samples displayed the least damage after drying and the highest rehydration ratio of 4.12. The contents of VC, reducing sugars, and total phenols of MVD samples were significantly higher than those in the HAD, VD, and MD groups, retaining 105.94 mg/100 g, 21.35 g/100 g, and 77.81 mg GAE/g, resp., while their color difference values were also the smallest, with a browning degree of 3.55, significantly lower than those in the other treatment groups (p < 0.05), and the degree of browning of the samples in the HAD treatment group was the most serious; in terms of volatile flavor substances, the lemon slice samples in the MVD and HAD treatment groups were more diverse and of better quality. The order of product sensory evaluation was: MVD > VD > HAD > MD. The final scores after comprehensive anal. revealed the order of the four drying methods as MVD, HAD, VD, and MD. Therefore, MVD had a better effect on the sensory perception and nutritional properties of the lemon slices, providing a useful alternative to the conventional drying method. Practical Application : Lemon slices during drying are affected by various aspects, leading to changes in its color, aroma substances, and nutrient composition The results of this work will not only provide a tech. reference for the future production of high-quality dried lemon slices, but also have important implications for fresh-cut lemons in processing and storage. It also generates important implications for fresh-cut lemons in processing and storage. 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 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.Recommanded Product: (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate

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

Production of 12-hydroxy dodecanoic acid methyl ester using a signal peptide sequence-optimized transporter AlkL and a novel monooxygenase was written by Yoo, Hee-Wang;Kim, Joonwon;Patil, Mahesh D.;Park, Beom Gi;Joo, Sung-yeon;Yun, Hyungdon;Kim, Byung-Gee. And the article was included in Bioresource Technology in 2019.Name: 12-Methoxy-12-oxododecanoic acid This article mentions the following:

In this study, a signal peptide of AlkL was replaced with other signal peptides to improve the soluble expression and thereby facilitate the transport of dodecanoic acid Me ester (DAME) substrate into the E. coli. Consequently, AlkL with signal peptide FadL (AlkL_f) showed higher transport activity toward DAME. Furthermore, the promoter optimization for the efficient heterologous expression of the transporter AlkL_f and alkane monooxygenase (AlkBGT) system was conducted and resulted in increased ω-oxygenation activity of AlkBGT system. Moreover, bioinformatic studies led to the identification of novel monooxygenase from Pseudomonas pelagia (Pel), which exhibited 20% higher activity towards DAME as substrate compared to AlkB. Finally, the construction of a chimeric transporter and the expression of newly identified monooxygenaseenabled the production of 44.8 ± 7.5 mM of 12-hydroxy dodecanoic acid Me ester (HADME) and 31.8 ± 1.7 mM of dodecanedioic acid monomethyl ester (DDAME) in a two-phase reaction system. In the experiment, the researchers used many compounds, for example, 12-Methoxy-12-oxododecanoic acid (cas: 3903-40-0Name: 12-Methoxy-12-oxododecanoic acid).

12-Methoxy-12-oxododecanoic acid (cas: 3903-40-0) 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. 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: 12-Methoxy-12-oxododecanoic acid

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

A One-Flask Synthesis of Weinreb Amides from Chiral and Achiral Carboxylic Acids Using the Deoxo-Fluor Fluorinating Reagent was written by Tunoori, Ashok Rao;White, Jonathan M.;Georg, Gunda I.. And the article was included in Organic Letters in 2000.Reference of 87694-53-9 This article mentions the following:

The reagent [bis(2-methoxyethyl)amino]sulfur trifluoride (Deoxo-Fluor reagent) converts carboxylic acids to the corresponding acid fluorides, which then react with N,O-dimethylhydroxylamine to give the corresponding Weinreb amides in high yields. The reaction proceeds without racemization when optically active acids are used as the starting material. This method is operationally simple and provides the products in high purity. Thus, N,N-diisopropylethylamine was added to a suspension of N,O-dimethylhydroxylamine hydrochloride in dichloromethane to give the free base N,O-dimethylhydroxylamine. Treatment of trans-crotonic acid with Deoxo-Fluor reagent resulted in the formation of the intermediate acid fluoride, which upon addition of N,O-dimethylhydroxylamine gave the desired N-methoxy-N-Me-trans-crotonamide [(2E)-N-methoxy-N-methyl-2-butenamide]. Similar treatment of N-BOC-L-alanine gave (-)-(S)-2-[(tert-butoxycarbonyl)amino]-N-methoxy-N-methylpropanamide. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Reference of 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.Reference of 87694-53-9

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