Category: esters-buliding-blocks

Biodegradation of di-(2-ethylhexyl) phthalate by novel Rhodococcus sp. PFS1 strain isolated from paddy field soil was written by Kamaraj, Yoganathan;Jayathandar, Rajesh Singh;Dhayalan, Sangeetha;Subramaniyan, Satheeshkumar;Punamalai, Ganesh. And the article was included in Archives of Microbiology in 2022.Electric Literature of C20H26O4 This article mentions the following:

Di-(2-ethylhexyl)-phthalate (DEHP) is the phthalate ester frequently utilized as a plasticizer, commonly found in cosmetics, packaging materials; moreover, it has carcinogenic and mutagenic effects on humans. In the current study, we isolated the soil bacterium Rhodococcus sp. PFS1 and to assess its DEHP degradation ability in various environmental conditions. The strain PFS1 was isolated from paddy field soil and identified by the 16S rRNA sequencing analyses. The strain PFS1 was examined for its biodegradation ability of DEHP at various pH, temperature, salt concentration, glucose concentration, and high and low concentrations of DEHP. Moreover, the biodegradation of DEHP at a contaminated soil environment by strain PFS1 was assessed. Further, the metabolic pathway of DEHP degradation by PFS1 was analyzed by HPLC-MS anal. The results showed that the strain PFS1 effectively degraded the DEHP at neutral pH and temperature 30°C; moreover, expressed excellent DEHP degradation at the high salt concentration (up to 50 g/L). The strain PFS1 was efficiently degraded the different tested phthalate esters (PAEs) up to 90%, significantly removed the DEHP contamination in soil along with native organisms which are present in soil up to 94.66%; nevertheless, the PFS1 alone degraded the DEHP up to 87.665% in sterilized soil. According to HPLC-MS anal., DEHP was degraded into phthalate (PA) by PFS1 strain via mono(2-ethylehxyl) phthalate (MEHP); then PA was utilized for cell growth. These results suggest that Rhodococcus sp. PFS1 has excellent potential to degrade DEHP at various environmental conditions especially in contaminated paddy field soil. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Electric Literature of C20H26O4).

Dicyclohexyl phthalate (cas: 84-61-7) 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. Electric Literature of C20H26O4

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

(Schiff-Base)Mn(III)-catalyzed hydroxylation of α,β-unsaturated esters using molecular oxygen in the presence of metal hydrides was written by Baik, Jong Seok;Han, Sung-bin;Lee, Nam Ho. And the article was included in Bulletin of the Korean Chemical Society in 2006.Recommanded Product: Benzyl 2-hydroxy-2-methylpropanoate This article mentions the following:

Direct hydroxylation of α,β-unsaturated esters using mol. oxygen (atm. pressure) in the presence of (Schiff-base)Mn(III) complex and sodium borohydride gave the corresponding alcs. in 36% to 83% yields. In the experiment, the researchers used many compounds, for example, Benzyl 2-hydroxy-2-methylpropanoate (cas: 19444-23-6Recommanded Product: Benzyl 2-hydroxy-2-methylpropanoate).

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

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

N-Acyl derivatives of 2-acylamino-2-deoxyhexoses. Nuclear magnetic resonance spectra and conformations was written by Inch, Thomas D.;Plimmer, Jack R.;Fletcher, Hewitt G. Jr.. And the article was included in Journal of Organic Chemistry in 1966.SDS of cas: 6730-10-5 This article mentions the following:

The N.M.R. spectra of some 1,3,4,6-tetra-O-acetyl-2-(N-acylacylamino)2-deoxyhexoses and of some 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxyhexoses of the D-glucose, D-galactose, and D-mannose series have been studied. In contrast to the spectra of the second class of compounds, those of the first class are readily analyzed. The coupling constants for representatives of the D-glucose and D-galactose series clearly show these compounds to exist in the normal chair conformation. In N-acylacylamino derivatives of the D-glucose series, the signal from the axial proton at C-1 occurs at lower field than the signal for the equatorial C-1 proton, a reversal of the normal situation which has not hitherto been observed at C-1. The conformational implications of the N.M.R. spectra are discussed. In the experiment, the researchers used many compounds, for example, (2S,3S,4R,5S,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (cas: 6730-10-5SDS of cas: 6730-10-5).

(2S,3S,4R,5S,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (cas: 6730-10-5) 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. 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.SDS of cas: 6730-10-5

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

A Synthetic Approach to 3-Hydroxy 4-Substituted Carboxylic Acids based on the Stereoselective Reduction of 1-Trimethylsilyl-1-alkyn-3-ones was written by Alemany, Carme;Bach, Jordi;Garcia, Jordi;Lopez, Marta;Rodriguez, Ana B.. And the article was included in Tetrahedron in 2000.Product Details of 87694-53-9 This article mentions the following:

The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biol. active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, resp. 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: 87694-53-9Product Details 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. 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.Product Details of 87694-53-9

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

Retro-inverso tripeptide renin inhibitors was written by Patel, Dinesh V.;Ryono, Denis E.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 1992.Synthetic Route of C11H20O4 This article mentions the following:

Retro-inverso tripeptide renin inhibitors I and II were prepared as backbone modifications of tripeptide alc. renin inhibitor Boc-Phe-His-Leu-ol (III) (I₅₀ = 16 μM). While the diastereomeric mixture of partial retro analog II was substantially less active (I₅₀ = 1,200 μM), the complete retro-inverso modification was well tolerated as evidenced by the equipotency of a diastereomer of I (I₅₀ = 20 μM) to parent compound III. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Synthetic Route of C11H20O4).

Diethyl isobutylmalonate (cas: 10203-58-4) 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. 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.Synthetic Route of C11H20O4

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

Synthesis and conformational analysis of vicinally branched trisaccharide β-D-Galf-(1→2)-[β-D-Galf-(1→3)-]-α-Galp from Cryptococcus neoformans galactoxylomannan was written by Dorokhova, Vera S.;Gerbst, Alexey G.;Komarova, Bozhena S.;Previato, Jose O.;Previato, Lucia Mendonca;Dmitrenok, Andrey S.;Shashkov, Alexander S.;Krylov, Vadim B.;Nifantiev, Nikolay E.. And the article was included in Organic & Biomolecular Chemistry in 2021.HPLC of Formula: 4163-60-4 This article mentions the following:

The synthesis of a vicinally branched trisaccharide composed of two D-galactofuranoside residues attached via β-(1 → 2)- and β-(1 → 3)-linkages to the α-D-galactopyranoside unit has been performed for the first time. The reported trisaccharide represents the galactoxylomannan moiety first described in 2017, which is the capsular polysaccharide of the opportunistic fungal pathogen Cryptococcus neoformans responsible for life-threatening infections in immunocompromised patients. The NMR-data reported here for the synthetic model trisaccharide are in good agreement with the previously assessed structure of galactoxylomannan and are useful for structural anal. of related polysaccharides. The target trisaccharide as well as the constituent disaccharides were analyzed by a combination of computational and NMR methods to demonstrate good convergence of the theor. and exptl. results. The results suggest that the furanoside ring conformation may strongly depend on the aglycon structure. The reported conformational tendencies are important for further anal. of carbohydrate-protein interaction, which is critical for the host response toward C. neoformans infection. 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: 4163-60-4HPLC of Formula: 4163-60-4).

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

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

Introducing Catalytic Lossen Rearrangements: Sustainable Access to Carbamates and Amines was written by Kreye, Oliver;Wald, Sarah;Meier, Michael A. R.. And the article was included in Advanced Synthesis & Catalysis in 2013.Synthetic Route of C12H22O4 This article mentions the following:

A new, highly efficient and environmentally benign catalytic variant of the Lossen rearrangement is described. Di-Me carbonate (DMC) as green activation reagent of hydroxamic acids in presence of catalytic amounts of tertiary amine bases {1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 1,8-diazabicyclo 5.4.0 undec-7-ene (DBU), 1,4-diazabicyclo[2.2.2]octane (DABCO), and triethylamine} and small quantities of methanol initiate the rearrangement. Me carbamates were obtained in good to moderate yields when aliphatic hydroxamic acids were employed in this catalytic Lossen rearrangement; under the same conditions aromatic hydroxamic acids yielded anilines. Notably, the mixture of DMC/methanol was recycled several times without observing decreased yields, thus minimizing the produced waste. Moreover, several other organic carbonates were successfully employed in the catalytic Lossen rearrangement procedure. In the experiment, the researchers used many compounds, for example, Dimethyl decanedioate (cas: 106-79-6Synthetic Route of C12H22O4).

Dimethyl decanedioate (cas: 106-79-6) 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. 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.Synthetic Route of C12H22O4

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

Exploring the gyrase ATPase domain for tailoring newer anti-tubercular drugs: Hit to lead optimization of a novel class of thiazole inhibitors was written by Jeankumar, Variam Ullas;Kotagiri, Sonali;Janupally, Renuka;Suryadevara, Priyanka;Sridevi, Jonnalagadda Padma;Medishetti, Raghavender;Kulkarni, Pushkar;Yogeeswari, Perumal;Sriram, Dharmarajan. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Computed Properties of C8H6FNS This article mentions the following:

Gyrase ATPase domain, the pharmaceutical underexploited segment of DNA gyrase, the sole Type II topoisomerase present in Mycobacterium tuberculosis represents an attractive target for antitubercular drug discovery. Here the authors report, the development of a novel series of MTB DNA gyrase B inhibitor identified through a medium throughput screening (MTS) of BITS inhouse chem. library (3000 compounds). The MTS hit was further remodeled by chem. synthesis to identify the most potent analog I exhibiting an in vitro gyrB inhibitory IC₅₀ of 0.15 μM. The series also demonstrated well correlating gyrase super coiling activity and in vitro antimycobacterial potency against MTB H37Rv strain. Furthermore the compounds displayed good safety profile in their subsequent cytotoxicity and hERG toxicity evaluations, to be worked out from a pharmaceutical point of view as potential antitubercular agents. In the experiment, the researchers used many compounds, for example, 4-Fluorobenzylisothiocyanate (cas: 2740-88-7Computed Properties 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 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 C8H6FNS

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

Rhodium catalyzed reaction of formylbenzoyldiazomethane with thiophene derivatives was written by Kim, Hong-Seok;Kim, Sang Hwa;Kim, Dong Il. And the article was included in Journal of the Korean Chemical Society in 1996.Name: Methyl 2-thienylacetate This article mentions the following:

The title reactions, catalyzed by Rh₂(OAc)₄, gave thienyl-substituted oxo aldehydes I (R¹ = H, Me, Br, CH₂COOMe; R² = H, Me, Cl) or ylides such as II. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Name: Methyl 2-thienylacetate).

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

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

Changes of volatile compounds and odor profiles in Wuyi rock tea during processing was written by Guo, Xiangyang;Ho, Chi-Tang;Wan, Xiaochun;Zhu, Hui;Liu, Qiong;Wen, Zhen. And the article was included in Food Chemistry in 2021.Synthetic Route of C10H18O2 This article mentions the following:

Wuyi rock tea (WRT), is one kind of oolong tea and widely appreciated for its typical ′rock flavor′. The odor characteristics of WRT during processing were comprehensive investigated by gas chromatog.-mass spectrometry, sensory evaluation and odor activity value (OAV). Alcs., alkenes and esters were the main volatiles formed during tea processes, but the WRT contained more heterocyclic compounds, among which 15 N-containing volatiles were newly identified in this study, accounting for 60.52% of total amounts of volatiles in WRT. In response, the original green and chem. odors converted to roasted and woody odors, and full fire processing was effective to enhance roasted, floral and woody odors, weaken chem. odor. 2-Ethyl-3,5-dimethylpyrazine (OAV 4.71) was confirmed as the aroma-active compound of WRT with roasted odor by aroma recombination experiment In addition, strong roasted, floral and moderate woody odors were perceived as the outline of ′rock flavor′ in WRT aroma. These results provide theor. basis for processing and quality control of WRT. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Synthetic Route of C10H18O2).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) 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. Polyesters are important plastics, with monomers linked by ester moieties. 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.Synthetic Route of C10H18O2

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