Category: esters-buliding-blocks

Cyclization of 5-alkynones with chromium alkylidene equivalents generated in-situ from gem-dichromiomethanes was written by Murai, Masahito;Taniguchi, Ryuji;Kurogi, Takashi;Shunsuke, Moritani;Takai, Kazuhiko. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Application In Synthesis of Diethyl 2-(prop-2-yn-1-yl)malonate This article mentions the following:

A rare example of cyclization with 5-alkynones, which possess non-polar alkynyl and less electrophilic polar keto carbonyl groups, was demonstrated. The key to promoting carbene/alkyne metathesis followed by alkylidenation with pendant C=O double bonds was the Schrock-type nucleophilic reactivity of the generated chromium carbene equivalent from readily available diiodomethanes and CrCl₂ by simple heating. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Application In Synthesis of Diethyl 2-(prop-2-yn-1-yl)malonate).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) 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. 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.Application In Synthesis of Diethyl 2-(prop-2-yn-1-yl)malonate

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

Untargeted fingerprinting of cider volatiles from different geographical regions by HS-SPME/GC-MS was written by Perestrelo, Rosa;Silva, Catarina L.;Silva, Pedro;Medina, Sonia;Pereira, Regina;Camara, Jose S.. And the article was included in Microchemical Journal in 2019.Product Details of 118-61-6 This article mentions the following:

The volat. fingerprint of ciders produced in different geog. regions from Madeira Island was established using headspace solid phase microextraction combined with gas chromatog. mass spectrometry (HS-SPME/GC-MS) in order to explore the effects of geog. region on the volatile pattern ciders in addition to identify potential mol. geog. markers. A total of 107 volatile organic compounds (VOCs) belonging to different chem. families were identified from which 50 VOCs are common to all ciders analyzed. Significant differences in the relative content of VOCs from ciders of different geog. regions were observed The potential of the identified VOCs for ciders discrimination according to region was assessed through chemometric tools, such as principal components anal. (PCA) and partial least squares-discriminant anal. (PLS-DA). The PCA showed significant differences among ciders from different island geog. regions. Fifteen VOCs responsible for ciders discrimination were identified by PLS-DA. Fifteen VOCs, namely five terpenoids, four alcs., three acids and three esters, present variable importance in projection (VIP) values higher than one. Our findings provide relevant information related to volatile signature of ciders produced in Madeira Island, which may be a useful tool to cider-making process contributing to improve the quality of the final product. In addition, the geog. discrimination recognizes the unique and distinctive characteristics that will allow in the future to protect the quality and typicity of products originating in certain geog. regions. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Product Details of 118-61-6).

Ethyl 2-hydroxybenzoate (cas: 118-61-6) 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.Product Details of 118-61-6

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

Structure-based design, synthesis, and biological evaluation of novel inhibitors of human cyclophilin A was written by Guichou, Jean-Francois;Viaud, Julien;Mettling, Clement;Subra, Guy;Lin, Yea-Lih;Chavanieu, Alain. And the article was included in Journal of Medicinal Chemistry in 2006.HPLC of Formula: 16413-26-6 This article mentions the following:

Cyclophilin A is involved in many cellular processes, including protein folding and intracellular transports. Because cyclophilin A has been shown to interact with HIV-1 gag proteins and to enhance the viral infectivity, nonimmunosuppressive cyclophilin A ligands may represent a new class of therapeutic agents against HIV. In this paper, a virtual screening using structure- and pharmacophore-based design to identify original nonpeptidic cyclophilin ligands is reported. Following a lead identification of compounds 1-(3-benzyloxypyridin-2-yl)-3-(3-chlorophenyl)urea [I; R¹ = H, R² = Cl (II)] and 1-(3-benzyloxypyridin-2-yl)-3-(3-trifluoromethylphenyl)urea [I; R¹ = H, R² = CF₃ (III)] (IC₅₀ = 0.3 μM), a series of mols. were synthesized from a diarylurea scaffold and evaluated for their in vitro ability to inhibit the cis-trans isomerase activity of cyclophilin A. Mol. modifications provided several more potent compounds, in particular analogs I (R¹ = NO₂, R² = H) and I (R¹ = CO₂Et, R² = H) with IC₅₀ of 14 and 20 nM, resp. Then, the effect of analogs II and III (R¹ = H, R² = CF₃) on HIV virion infectivity in both immortalized and primary cells was evaluated. Both II and III reduced virion infectivity in the replication-defective one-round infection assay, but only II impaired wild-type HIV infection in human peripheral blood mononuclear cells. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6HPLC of Formula: 16413-26-6).

3-Cyanophenylisocyanate (cas: 16413-26-6) 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. 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.HPLC of Formula: 16413-26-6

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

Studies on complex lipids. Synthesis of ionophoric derivatives of diphosphatidylglycerol (cardiolipin) was written by Kuz’mina, Yu. V.;Kaplun, A. P.;Shvets, V. I.;Saenko, V. A.;Egorova, E. M.. And the article was included in Bioorganicheskaya Khimiya in 1988.Formula: C13H24O4 This article mentions the following:

Synthesis of cardiolipin analogs containing a dibenzo-18-crown-6 ionophore residue in the fatty acid moiety, e.g. I (R = fatty acid residue), is described. The ionophore is incorporated into the second position of the glycerol residue by acylating mono- and dilysocardiolipin with a modified fatty acid anhydride. Lyso derivatives of cardiolipin have been prepared by enzymic hydrolysis of beef heart cardiolipin by snake venom phospholipase A₂. In the experiment, the researchers used many compounds, for example, 12-Methoxy-12-oxododecanoic acid (cas: 3903-40-0Formula: C13H24O4).

12-Methoxy-12-oxododecanoic acid (cas: 3903-40-0) 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. Formula: C13H24O4

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

Design, synthesis, and biological evaluation of novel dual FFA1 (GPR40)/PPARδ agonists as potential anti-diabetic agents was written by Li, Zheng;Hu, Lijun;Wang, Xuekun;Zhou, Zongtao;Deng, Liming;Xu, Yawen;Zhang, Luyong. And the article was included in Bioorganic Chemistry in 2019.Application of 14667-47-1 This article mentions the following:

The free fatty acid receptor 1 (FFA1) and peroxisome proliferator-activated receptor δ (PPARδ) were considered as potential anti-diabetic targets, and the dual FFA1/PPARδ agonists might provide synergistic effect in insulin secretion and sensibility. Herein, we further develop dual agonists by screening 7 series of heterocycles, resulting in the discovery of compound 19 with considerable oral pharmacokinetic profile. Compound 19 exhibited a balanced potency between FFA1 and PPARδ, and high selectivity over PPARα and PPARγ. Moreover, compound 19 exerted improved glucose-lowering effects and insulin sensitivity in a dose-dependent manner, which might be attributed to its dual effects to simultaneously regulate insulin secretion and resistance. Our results extended the existing chem. space, and provided a potent tool compound 19. In the experiment, the researchers used many compounds, for example, Methyl 2-aminonicotinate (cas: 14667-47-1Application of 14667-47-1).

Methyl 2-aminonicotinate (cas: 14667-47-1) 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.Application of 14667-47-1

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

Tailoring the pore geometry and chemistry in microporous metal-organic frameworks for high methane storage working capacity was written by Shao, Kai;Pei, Jiyan;Wang, Jia-Xin;Yang, Yu;Cui, Yuanjing;Zhou, Wei;Yildirim, Taner;Li, Bin;Chen, Banglin;Qian, Guodong. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Application In Synthesis of Dimethyl 5-ethynylisophthalate This article mentions the following:

We realized that tailoring the pore size/geometry and chem., by virtue of alkynyl or naphthalene replacing Ph within a series of isomorphic MOFs, can optimize methane storage working capacities, affording an exceptionally high working capacity of 203 cm³ (STP)/cm³ at 298 K and 5-80 bar. In the experiment, the researchers used many compounds, for example, Dimethyl 5-ethynylisophthalate (cas: 313648-56-5Application In Synthesis of Dimethyl 5-ethynylisophthalate).

Dimethyl 5-ethynylisophthalate (cas: 313648-56-5) 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. 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 Dimethyl 5-ethynylisophthalate

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