Month: January 2023

Dynamic kinetic resolution in the asymmetric synthesis of β-amino acids by organocatalytic reduction of enamines with trichlorosilane was written by Malkov, Andrei V.;Stoncius, Sigitas;Vrankova, Kvetoslava;Arndt, Matthias;Kocovsky, Pavel. And the article was included in Chemistry – A European Journal in 2008.Category: esters-buliding-blocks This article mentions the following:

A new, expedient protocol has been developed for the asym. synthesis of β³– and β^2,3-amino acid derivatives from enamine precursors. The method relies on a fast equilibrium between the enamine and imine forms. Reduction of the imine with Cl₃SiH, catalyzed by the L-valine-derived formamide, OHCN(Me)CH(iso-Pr)CONHC₆H₃(tert-Bu)₂-3,5, (5 mol%), afforded the corresponding amino esters in good yields, good enantioselectivities (â‰?0% ee) and high diastereoselectivities (â‰?9% de). In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Category: esters-buliding-blocks).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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.Category: esters-buliding-blocks

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

Identification and Composition of Clasper Scent Gland Components of the Butterfly Heliconius erato and Its Relation to Mimicry was written by Ehlers, Stephanie;Szczerbowski, Daiane;Harig, Tim;Stell, Matthew;Hotling, Susan;Darragh, Kathy;Jiggins, Chris D.;Schulz, Stefan. And the article was included in ChemBioChem in 2021.Formula: C10H20O2 This article mentions the following:

The butterfly Heliconius erato occurs in various mimetic morphs. The male clasper scent gland releases an anti-aphrodisiac pheromone and addnl. contains a complex mixture of up to 350 components, varying between individuals. In 114 samples of five different mimicry groups and their hybrids 750 different compounds were detected by gas chromatog./mass spectrometry (GC/MS). Many unknown components occurred, which were identified using their mass spectra, gas chromatog./IR spectroscopy (GC/IR)-analyses, derivatization, and synthesis. Key compounds proved to be various esters of 3-oxohexan-1-ol and (Z)-3-hexen-1-ol with (S)-2,3-dihydrofarnesoic acid, accompanied by a large variety of other esters with longer terpene acids, fatty acids, and various alcs. In addition, linear terpenes with up to seven uniformly connected isoprene units occur, e. g. farnesylfarnesol. A large number of the compounds have not been reported before from nature. Discriminant analyses of principal components of the gland contents showed that the iridescent mimicry group differs strongly from the other, mostly also separated, mimicry groups. Comparison with data from other species indicated that Heliconius recruits different biosynthetic pathways in a species-specific manner for semiochem. formation. In the experiment, the researchers used many compounds, for example, Isopentyl 3-methylbutanoate (cas: 659-70-1Formula: C10H20O2).

Isopentyl 3-methylbutanoate (cas: 659-70-1) 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. 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: C10H20O2

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

The influence of selected autochthonous Saccharomyces cerevisiae strains on the physicochemical and sensory properties of narince wines was written by Celik, Zeynep Dilan;Erten, Huseyin;Cabaroglu, Turgut. And the article was included in Fermentation in 2019.Reference of 15399-05-0 This article mentions the following:

Vitis vinifera cv.Narince is a Turkish native white grape variety. In this study, volatile and sensory properties of Narince wines that are produced with autochthonous Saccharomyces cerevisiae (S. cerevisiae) strains and com. strain were compared. Autochthonous yeast strains 1044 (MG017575), 1088 (MG017577), and 1281 (MG017581) were previously isolated from spontaneous fermentations of Narince grapes. Volatile compounds formed in wines were extracted using a liquid-liquid extraction method and determined by GC-MS-FID. All yeast strains fermented Narince grape juice to dryness. The differences between the volatile profiles of the yeast strains were determined Wines fermented with autochthonous strains 1281 and 1044 produced a higher amount of acetates and Et esters. While the highest concentrations of Et hexanoate and hexyl acetate were found in wine fermented with 1044, the highest concentrations of Et octanoate, Et decanoate, isoamyl acetate, and 2-phenylethyl acetate were found in wine fermented with strain 1281. Also, the highest contents of 2-Ph ethanol and linalool were found in wine fermented with strain 1281. According to sensory anal., the wine fermented with 1281 achieved the best scores in floral and fruity attributes, as well as balance and global impression. The data obtained in the present study showed that autochthonous yeast strains affect the final physicochem. composition and sensory profile of Narince wines. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Reference of 15399-05-0).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Reference of 15399-05-0

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

Binding of phenylalkylamine derivatives at 5-HT1C and 5-HT2 serotonin receptors: evidence for a lack of selectivity was written by Glennon, Richard A.;Raghupathi, Reva;Bartyzel, Piotr;Teitler, Milt;Leonhardt, Sigrun. And the article was included in Journal of Medicinal Chemistry in 1992.Electric Literature of C10H12O3 This article mentions the following:

Certain phenylalkylamine derivatives have been considered to bind selectively at 5-HT₂ serotonin receptors. It is not recognized that the most widely used derivatives, i.e., 1-(2,5-dimethoxy-4-X-phenyl)-2-aminopropanes where X = Me (DOM), Br (DOB), and I (DOI) also bind at the more recently identified population of serotonin 5-HT^1C receptors. The purpose of the present investigation was to determine whether simple phenylalkylamines bind selectively at 1 population of receptors over the other. An examination of 34 derivatives reveals (i) similar structure-affinity relationships and (ii) a significant correlation (r = >0.9, n = 25) between 5-HT_1C and 5-HT₂ affinity. None of the compounds included in the present study displayed more than a 10-fold selectivity for 1 population of these receptors over the other; the results suggest that these compounds (including the widely used 5-HT₁ agonists DOB and DOI) are 5-HT_1C/5-HT₂ agents. In the experiment, the researchers used many compounds, for example, Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1Electric Literature of C10H12O3).

Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1) 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. 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.Electric Literature of C10H12O3

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

Thiourea catalysed reduction of α-keto substituted acrylate compounds using Hantzsch ester as a reducing agent in water was written by Weng, Guanglin;Ma, Xiaobo;Fang, Dongmei;Tan, Ping;Wang, Lijiao;Yang, Linlin;Zhang, Yuanyuan;Qian, Shan;Wang, Zhouyu. And the article was included in RSC Advances in 2017.Related Products of 13669-10-8 This article mentions the following:

The first method for the reduction of α-keto substituted acrylate compounds RC(O)C(=CHR¹)C(O)OR² (R = Me, Ph, thiophen-2-yl, etc.; R¹ = Et, 4-ClC₆H₄, furan-2-yl, etc.; R² = Me, Et, i-Pr, t-Bu, Bn) by Hantzsch ester in water under the catalysis of thiourea, e.g., 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2R)-2-hydroxy-1,2-diphenylethyl)thiourea has been developed. The products RC(O)CH(CH₂R¹)C(O)OR² were isolated in moderate to high yields (38-95%). These products are important intermediates in the synthesis of a series of natural products and other biol. active mols. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Related Products of 13669-10-8).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Related Products of 13669-10-8

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

Organic dye photocatalyzed α-oxyamination through irradiation with visible light was written by Liu, Hongjun;Feng, Wei;Kee, Choon Wee;Zhao, Yujun;Leow, Dasheng;Pan, Yuanhang;Tan, Choon-Hong. And the article was included in Green Chemistry in 2010.HPLC of Formula: 33166-79-9 This article mentions the following:

Rose Bengal, an organic dye, was used as a visible light photocatalyst to study novel α-oxyamination reactions between 1,3-dicarbonyl compounds and a free radical (TEMPO). Compounds that are difficult to obtain such as quaternary fluorinated compounds were synthesized using this method. This visible light photocatalytic reaction can also be performed in H₂O. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9HPLC of Formula: 33166-79-9).

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

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

Polyacetylenic compounds. CLVII. Components of Coreopsis nuecensis was written by Bohlmann, Ferdinand;Zdero, Christa. And the article was included in Chemische Berichte in 1968.Synthetic Route of C12H14O4 This article mentions the following:

5-(3-Acetoxy-1-propynyl)-2-phenylthiophene (I), 3,4-(MeO)(Me2CHCO2)C6H3CH(O2CCHMe2)CH:CH2 (II), 3,4-(MeO)(Me2CHCO2)C6H3CH(OAc)CH:CH2, cis-1′,2′-epoxyconiferyl alc. diisobutyrate (III) and cis-1′,2′-epoxy-3′-O-(2-methylbutyryl)-4-O-isobutyrylconiferyl alc. were isolated from C. nuecensis roots, in addition to the known C2H2 derivatives Syntheses were carried out for I, II, and III. In the experiment, the researchers used many compounds, for example, 4-Formyl-2-methoxyphenyl isobutyrate (cas: 20665-85-4Synthetic Route of C12H14O4).

4-Formyl-2-methoxyphenyl isobutyrate (cas: 20665-85-4) 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.Synthetic Route of C12H14O4

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

Co-encapsulation of Pimpinella anisum and Coriandrum sativum essential oils based synergistic formulation through binary mixture: Physico-chemical characterization, appraisal of antifungal mechanism of action, and application as natural food preservative was written by Das, Somenath;Singh, Vipin Kumar;Chaudhari, Anand Kumar;Deepika;Dwivedy, Abhishek Kumar;Dubey, Nawal Kishore. And the article was included in Pesticide Biochemistry and Physiology in 2022.Recommanded Product: 105-87-3 This article mentions the following:

The present study aimed to co-encapsulate binary synergistic formulation of Pimpinella anisum and Coriandrum sativum (PC) essential oils (0.75:0.25) into chitosan nanoemulsion (Nm-PC) with effective inhibition against fungal proliferation, aflatoxin B1 (AFB1) secretion, and lipid peroxidation in stored rice. Physico-chem. characterization of Nm-PC by SEM, FTIR, and XRD confirmed successful encompassment of PC inside the chitosan nanomatrix with efficient interaction by functional groups and reduction in crystallinity. Nm-PC showed superior antifungal, antiaflatoxigenic, and antioxidant activities over unencapsulated PC. Reduction in ergosterol biosynthesis and enhanced leakage of Ca2+, K+, Mg2+ ions and 260, 280 nm absorbing materials by Nm-PC fumigation confirmed irreversible damage of plasma membrane in toxigenic Aspergillus flavus cells. Significant diminution of methylglyoxal in A. flavus cells by Nm-PC fumigation illustrated biochem. mechanism for antiaflatoxigenic activity, suggesting future exploitation for development of aflatoxin resistant rice varieties through green transgenic technol. In silico findings indicated specific stereo-spatial interaction of anethole and linalool with Nor-1 protein, validating mol. mechanism for AFB1 inhibition. In addition, in situ investigation revealed effective protection of stored rice against fungal occurrence, AFB1 biosynthesis, and lipid peroxidation without affecting organoleptic attributes. Moreover, mammalian non-toxicity of chitosan entrapped PC synergistic nanoformulation could provide exciting potential for application as eco-smart safe nano-green food preservative. 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: 105-87-3).

(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. 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. Recommanded Product: 105-87-3

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

Monosaccharide Analogues of Anticancer Peptide R-Lycosin-I: Role of Monosaccharide Conjugation in Complexation and the Potential of Lung Cancer Targeting and Therapy was written by Zhang, Peng;Ma, Jing;Zhang, Qianqian;Jian, Shandong;Sun, Xiaoliang;Liu, Bobo;Nie, Liqin;Liu, Meiyan;Liang, Songping;Zeng, Youlin;Liu, Zhonghua. And the article was included in Journal of Medicinal Chemistry in 2019.COA of Formula: C16H22O11 This article mentions the following:

Glycoconjugation is a promising modification strategy for the optimization of peptide drugs. In this study, five different monosaccharide derivatives (7a-e) were covalently linked to the N-terminal of R-lycosin-I, which yielded five glycopeptides (8a-e). They demonstrated increased or reduced cytotoxicity depending on monosaccharide types, which might be explained by the changes of physicochem. properties. Among all synthesized glycopeptides, only 8a exhibited increased cytotoxicity (IC₅₀ = 9.6 ± 0.3 μM) and selectivity (IC₅₀ = 37.4 ± 5.9 μM). The glucose transporter 1 (GLUT1) with high expression in cancer cells was approved to be involved in the cytotoxicity and selectivity enhancement of 8a. Furthermore, 8a but not R-lycosin-I inhibited tumor growth in the nude mice xenograft model without generating side effects i.p. Taken together, this study reveals the different monosaccharide roles in peptide modification and also provides an optimized anticancer peptide with high activity and selectivity, i.e., 8a might be a promising lead for developing anticancer drugs. 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: 4163-60-4COA of Formula: 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. 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.COA of Formula: C16H22O11

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

Photocatalytic Hydromethylation and Hydroalkylation of Olefins Enabled by Titanium Dioxide Mediated Decarboxylation was written by Zhu, Qilei;Nocera, Daniel G.. And the article was included in Journal of the American Chemical Society in 2020.HPLC of Formula: 868-57-5 This article mentions the following:

A versatile method for the hydromethylation and hydroalkylation of alkenes at room temperature is achieved by using the photooxidative redox capacity of the valence band of anatase titanium dioxide (TiO₂). Mechanistic studies support a radical-based mechanism involving the photoexcitation of TiO₂ with 390 nm light in the presence of acetic acid and other carboxylic acids to generate Me and alkyl radicals, resp., without the need for stoichiometric base. This protocol is accepting of a broad scope of alkene and carboxylic acids, including challenging ones that produce highly reactive primary alkyl radicals and those containing functional groups that are susceptible to nucleophilic substitution such as alkyl halides. This methodol. highlights the utility of using heterogeneous semiconductor photocatalysts such as TiO₂ for promoting challenging organic syntheses that rely on highly reactive intermediates. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5HPLC of Formula: 868-57-5).

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

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