Tag: 100-200

Synthesis of chiral β-amino acid derivatives by asymmetric hydrosilylation with an imidazole derived organocatalyst was written by Jones, Simon;Li, Xianfu. And the article was included in Tetrahedron in 2012.Name: Ethyl 3-oxo-3-(thiophen-2-yl)propanoate This article mentions the following:

The organocatalyzed-asym. hydrosilylation of a number of N-aryl and -alkyl β-substituted enamino esters proceeds in generally good yield and enantioselectivity. Crucial to obtaining high yield and selectivity was the addition of benzoic acid as an additive and under these conditions, both N-aryl and -alkyl substituents were well tolerated. β-Aryl and -alkyl substituents were evaluated and a model proposed to account for the exptl. observations based upon enamine tautomerization and conformational preferences of the reactive ketimine intermediate. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Name: Ethyl 3-oxo-3-(thiophen-2-yl)propanoate).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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. Name: Ethyl 3-oxo-3-(thiophen-2-yl)propanoate

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

Influence of processing conditions on the aroma profile of Litopenaeus vannamei by SPME-GC-MS was written by Duppeti, Haritha;Kempaiah, Bettadaiah Bheemanakere;Manjabhatta, Sachindra Nakkarike. And the article was included in Flavour and Fragrance Journal in 2022.Category: esters-buliding-blocks This article mentions the following:

This study reports the aroma profile of Litopenaeus vannamei under different processing conditions such as raw, boiled, hot air dried, microwave dried and roasted using SPME-GC-MS. A total of 86 volatile compounds were identified, among which 38 compounds reported as aroma-active compounds (AAC) having the odor activity value (OAV) greater than one. The microwave-dried shrimp meat (MSM) exhibited the highest summation of odor activity value, and roasted shrimp meat (RSM) showed the highest concentration of aroma-active compounds (3448.78 μg/g). The partial least square regression (PLSR) anal. and cluster anal. (CA) showed that MSM and RSM are related to each other in their aroma characteristics while boiled shrimp meat (BSM) is different than these samples. The results of this study illustrate the typical volatile markers and the impact of processing methods on flavor generation in L. vannamei, which should be examined for the assessment of its freshness and product development based on shrimp flavor. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Category: esters-buliding-blocks).

Methyl2-methylbutyrate (cas: 868-57-5) 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. 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.Category: esters-buliding-blocks

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

Synthesis of new “benzyl”-thiourea derivatives and their cyclic analogs with diuretic and saluretic activity was written by Reiter, J.;Toldy, L.;Schaefer, I.;Szondy, E.;Borsy, J.;Lukovits, I.. And the article was included in European Journal of Medicinal Chemistry in 1980.Name: 4-Fluorobenzylisothiocyanate This article mentions the following:

RR¹CHNHCSNR²R³ [I; R = optionally substituted Ph; R¹ = H, Me, Et, Pr, CHMe₂, (CH₂)₆Me, cyclopropyl; R² = H, Me, Et, Bu, cyclohexyl, CH₂CH₂OH; R³ = (CH₂)₃OH, CH₂CHMeOH, CH₂CMe₂OH, CHEtCH₂OH, allyl, CH₂CMe:CH₂, CH₂CH₂OH] and their cyclic derivatives II (X = CH₂, CH₂CH₂, CH₂CHMe, CH₂CMe₂, CHEtCH₂, CH₂CH:CH) with diuretic and saluretic activity were prepared Thus, RR¹CHNH₂ were converted to RR¹CHNCS or RR¹CHNHCS₂Me, which were treated with R²R³NH to give I. Acidic cyclizaton of I using HCl gave II. The quant. structure activity relationships for I and II were determined using the Free-Wilson approach. In the experiment, the researchers used many compounds, for example, 4-Fluorobenzylisothiocyanate (cas: 2740-88-7Name: 4-Fluorobenzylisothiocyanate).

4-Fluorobenzylisothiocyanate (cas: 2740-88-7) 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. 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: 4-Fluorobenzylisothiocyanate

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

Lewis Acid Regulated Divergent Catalytic Reaction between Quinone Imine Ketals (QIKs) and 1,3-Dicarbonyl Compounds: Switchable Access to Multiple Products Including 2-Aryl-1,3-Dicarbonyl Compounds, Indoles, and Benzofurans was written by Chen, Xingyu;Lu, Sixian;Deng, Ping;Chang, Xiaoqiang;Zhao, Yifan;Ma, Yue;Zhang, Dong;Xia, Fei;Yang, Lan;Wang, Jigang;Sun, Peng. And the article was included in Advanced Synthesis & Catalysis in 2022.HPLC of Formula: 13669-10-8 This article mentions the following:

A catalytic Lewis acid regulated reaction between quinone imine ketals (QIKs) and 1,3-dicarbonyl compounds provided a divergent and tunable approach to a variety of skeletons, including a series of 2-aryl-1,3-dicarbonyl compounds, indoles and benzofurans. The use of lithium chloride and ferrous bromide gave C3- or C2-alkylation products of the QIKs. The combination of ferrous bromide and trifluoromethanesulfonic acid delivered indole derivatives Sequential hydrolysis and C3-alkylation occurred in the presence of ytterbium(III) trifluoromethanesulfonate and stoichiometric amounts of water. When the reaction was performed with trifluoromethanesulfonic acid and stoichiometric amounts of water, benzofurans are obtained. This protocol utilizes mild conditions, exhibits regio- and chemoselectivity and has broad functional group tolerance. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8HPLC of Formula: 13669-10-8).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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.HPLC of Formula: 13669-10-8

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

Enantioselective Type II Cycloaddition of Alkynes via C-C Activation of Cyclobutanones: Rapid and Asymmetric Construction of [3.3.1] Bridged Bicycles was written by Hou, Si-Hua;Yu, Xuan;Zhang, Rui;Deng, Lin;Zhang, Mengxi;Prichina, Adriana Y.;Dong, Guangbin. And the article was included in Journal of the American Chemical Society in 2020.Product Details of 98231-07-3 This article mentions the following:

Synthesis of bridged scaffolds via Type II cyclization constitutes substantial challenges due to the intrinsic ring strain accumulated in reaction transition states. Catalytic enantioselective Type II-cyclization methods are even rarer. Here, a detailed study of developing a Rh(I)-catalyzed enantioselective intramol. Type II cyclization of alkynes via C-C activation of cyclobutanones is described. This method offers a rapid approach to access a wide range of functionalized [3.3.1]-bridged bicycles along with an exocyclic olefin and an all-carbon quaternary stereocenter. Excellent enantioselectivity has been achieved using a combination of cationic rhodium(I) and DTBM-segphos. Attributed to the redox neutral and strong acid/base-free reaction conditions, high chemoselectivity has also been observed For the oxygen-tethered substrates, the reaction can proceed at room temperature In addition, partial kinetic resolution has been achieved for substrates with existing stereocenters, forging interesting chiral tricyclic scaffolds. The methylalkyne-derived substrates gave unexpected dimeric structures in good yield with excellent enantioselectivity and complete diastereoselectivity. Furthermore, the bridged bicyclic products can be diversely functionalized through simple transformations. Finally, mechanistic studies reveal a surprising reaction pathway that involves forming a metal-stabilized anti-Bredt olefin intermediate. In the experiment, the researchers used many compounds, for example, Methyl 3,3-dimethoxycyclobutanecarboxylate (cas: 98231-07-3Product Details of 98231-07-3).

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. 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.Product Details of 98231-07-3

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

Concise Stereoselective Synthesis of β-Hydroxy-γ-lactones: (4R,5R)-4-Hydroxy-γ-decalactone from the Japanese Orange Fly and Enantiomers of Arachnid Harvestmen Isolates was written by Gangani, Ashvin J.;Kumar, Praveen;Fernandes, Rodney A.. And the article was included in Journal of Natural Products in 2021.Quality Control of 5-Hexyldihydrofuran-2(3H)-one This article mentions the following:

The naturally occurring (4R,5R)-4-hydroxy-γ-decalactone from the Japanese orange fly and the antipode of (4S,5R)-4-hydroxy-γ-dodecalactone from the harvestmen arachnid and their stereoisomers are synthesized from the chiral pool material D-glucono-δ-lactone in a few steps. The one-pot conversion of the latter to γ-vinyl-β-hydroxy-γ-lactone, cross-metathesis with requisite olefin, and hydrogenation enabled the synthesis of syn-lactones in just a two-pot operation. An addnl. efficient Pd-catalyzed allylic isomerization of γ-vinyl-β-hydroxy-γ-lactone led to the anti-lactones in high yields. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Quality Control of 5-Hexyldihydrofuran-2(3H)-one).

5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) 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. 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.Quality Control of 5-Hexyldihydrofuran-2(3H)-one

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

Design and synthesis of a peptide that binds specific DNA sequences through simultaneous interaction in the major and minor groove was written by Vazquez, M. Eugenio;Caamano, Ana M.;Martinez-Costas, Jose;Castedo, Luis;Mascarenas, Jose L.. And the article was included in Angewandte Chemie, International Edition in 2001.Formula: C7H8N2O4 This article mentions the following:

A peptide derivative capable of binding to DNA with nanomolar affinity through a bivalent, major-minor groove recognition motif, was synthesized. Distamycin A, a well known tripyrrole antibiotic that binds DNA preferentially at A-T rich sites, was used for the minor groove and the basic region of GCN4, a bZIP protein which binds specifically to the cAMP response element site, for the major groove. A suitable linking of a b-ZIP basic region to a minor groove binding tripyrrole enabled for specific binding to its cognate DNA site. The hybrid compound revealed significantly higher affinity for its designated target DNA sequence than that of its isolated components for their resp. cognate subsites. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Formula: C7H8N2O4).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) 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. 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.Formula: C7H8N2O4

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

Chemical composition and acetylcholinesterase inhibition activity of volatile oil from leaves of Arbutus unedo L. from Croatia was written by Politeo, O.;Ercegovic, I.. And the article was included in Asian Journal of Chemistry in 2019.Reference of 118-61-6 This article mentions the following:

The volatile oil from leaves of Arbutus unedo L. from Croatia was subjected to chem. composition and acetylcholinesterase inhibition activity. The tested volatile oil was dominated by nonterpene compounds, with (E)-2-decenal, nonanal, nonanoic acid and octanol as main compounds Terpene compounds were identified in lower quantity, with linalool and α-terpineol as main ones. Results showed low to moderate acetylcholinesterase (AChE) inhibition potential of tested oil, for tested concentration of 1 mg/mL. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Reference of 118-61-6).

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. 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.Reference of 118-61-6

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

Synthesis, in-vitro, in-vivo anti-inflammatory activities and molecular docking studies of acyl and salicylic acid hydrazide derivatives was written by Munir, Abida;Khushal, Adil;Saeed, Kiran;Sadiq, Abdul;Ullah, Rahim;Ali, Gowhar;Ashraf, Zaman;Ullah Mughal, Ehsan;Saeed Jan, Muhammad;Rashid, Umer;Hussain, Izhar;Mumtaz, Amara. And the article was included in Bioorganic Chemistry in 2020.Product Details of 81245-24-1 This article mentions the following:

To cure the inflammation effectively and associated with side effects ,1,3,4-oxadiazole II [R= 4-Me, 4-Me-2-MeO, n=0,1] , 1,2,4-triazole III [R= 4-Me, 4-Me-2-MeO, n=0,1] , Schiff base IV [R= F, Me,MeO… n=0,1; R’ = 2-HO-4-MeO, 2-HO, -4-F, 4-HO, etc.] and 3,5-disubstituted pyrazole V derivatives were synthesized starting from salicylic acid and acyl acid hydrazides I[R = 4-Me, 3-MeO, 4-Me-2-MeO, etc., n = 0,1] as COX-1 and COX-2 inhibitors. In-vivo anti-inflammatory activities were also tested by carrageenan-induced mice paw edema against albino mice of any sex. Structures of all the synthesized compounds were confirmed by FT-IR and ¹H NMR anal. Schiff base derivative of 4-aminotriazole (24) with IC₅₀ value of 1.76 ± 0.05 (COX-2) and 117.8 ± 2.59 emerged as potent COX-2 inhibitor. Furthermore, this also performed in-vivo anti-inflammatory investigations by using carrageenan induced paw edema test. From in-vivo anti-inflammatory activities, it was found that after 1 h the maximum percentage inhibition 15.8% was observed by compound I [R= 3-OMe, n=1] which was comparable with that of the standard drug followed by the compound III[R= 4-Me, n=1] with percentage inhibition of 10.5%. After 3 h, the maximum percentage inhibition was observed by compound III [R= 4-Me, n=1] with 22.2% and compound 14 with 16.7%. After 5 h the maximum percentage inhibition was observed by compound III [R= 4-Me, n=1] with 29.4% followed by compound 16 with 23.5%. The mechanism of the inhibition by using docking simulations was also explored. Docking studies revealed that the selective COX-2 inhibitors established interactions with addnl. COX-2 enzyme pocket residues. 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. 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 81245-24-1

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

Identification, quantitation and sensorial contribution of lactones in brandies between China and France was written by Li, Yuanyi;Li, Qianqian;Zhang, Baochun;Shen, Chunhua;Xu, Yan;Tang, Ke. And the article was included in Food Chemistry in 2021.Product Details of 695-06-7 This article mentions the following:

Lactones are important flavor compounds in lots of foodstuffs. They also play an important role in brandy, but have not been studied at large. In this study, solid-phase extraction (SPE) and stir bar sorptive extraction (SBSE) combined with comprehensive two-dimensional gas chromatog. and time-of-flight mass spectrometry (GC x GC-TOFMS) were applied to identify and quantify lactones in brandies between China and France. Totally 17 lactones were identified, four of which were detected only in SBSE. Among them, γ-valerolactone, γ-heptalactone, δ-octalactone, γ-undecanolactone and δ-dodecalactone were detected in brandy for the first time. The results of partial least squares-discriminant anal. (PLS-DA) revealed that lactones distinguished regional characteristics among different brandies. The omission test showed that four lactones (OAV > 1) had direct impact on the aroma of brandy, and other seven lactones at sub-threshold (0.1 < OAV < 1) provided peach and apricot aroma characteristics through synergistic effects. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Product Details of 695-06-7).

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

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