Tag: 100-200

Slavchev, Ivaylo;Ward, Jas. S.;Rissanen, Kari;Dobrikov, Georgi M.;Simeonov, Svilen published 《Base-promoted direct amidation of esters: beyond the current scope and practical applications》. The research results were published in《RSC Advances》 in 2022.Reference of Methyl 3-methylbenzoate The article conveys some information:

The base-promoted direct amidation of unactivated esters is among the most useful reactions for amide bond formation in contemporary organic chem. The intensive research in this area has led to the development of a number of new methods to achive this transformation. However, to date, the existing literature is more methodol. and in many instances lacks practical directions. Therefore, the full potential of this transformation is yet to be revealed by broadening the substrate scope. In a search for new practical applications of the amidation reaction, herein a comprehensive study of a number of base-promoted direct amidations that encompass a wide range of amines and esters is presented. Furthermore, authors applied their findings in the synthesis of phosphoramidates and several industrially relevant products. The experimental procedure involved many compounds, such as Methyl 3-methylbenzoate (cas: 99-36-5) .

Methyl 3-methylbenzoate (cas: 99-36-5) is a common ester.Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids.Reference of Methyl 3-methylbenzoate Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries.

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

Melais, Nedjma;Aribi-Zouioueche, Louisa;Riant, Olivier published 《The effect of the migrating group structure on enantioselectivity in lipase-catalyzed kinetic resolution of 1-phenylethanol》. The research results were published in《Comptes Rendus Chimie》 in 2016.SDS of cas: 93-92-5 The article conveys some information:

We have studied the effects of the acyl moiety on the enantioselectivity of three lipases: Candida antarctica B, Pseudomonas cepacia and Candida cylindracea, frequently used in kinetic resolutions by acylation or hydrolysis. The size of the acyl group was examined using various enol esters during the transesterification of 1-phenylethanol and the hydrolysis of the corresponding phenylethyl esters. C. antarctica-B lipase showed the highest selectivity in the transesterification of 1-phenylethanol with isopropenyl and vinyl acetate, vinyl decanoate, vinyl laurate, (E > 200). The esters 1-Ph -ethyl-acetate, decanoate and laurate are also hydrolyzed with high selectivities (E > 150) with CAL-B. The results can be correlated to the three-dimensional form of each lipase. The effect of the migrating group on the reactivity and selectivity of the lipases are discussed for both reactions. And 1-Phenylethyl acetate (cas: 93-92-5) was used in the research process.

1-Phenylethyl acetate(cas:93-92-5) is a carboxylic ester. SDS of cas: 93-92-5 It may be prepared by acetylation of methyl phenyl carbinol; from benzaldehyde by reacting with magnesium methyl bromide and subsequent acetylation; from 1-bromoethylbenzene and silver acetate in acetic acid.

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

Sattenapally, Narsimha;Sharma, Jhanvi;Hou, Yuqing published 《Selective conversion of primary amides to esters promoted by KHSO₄》 in 2018. The article was appeared in 《ARKIVOC (Gainesville, FL, United States)》. They have made some progress in their research.Synthetic Route of C9H10O2 The article mentions the following:

Primary amides, either aliphatic or aromatic, were easily converted to the corresponding esters via reflux in lower primary alcs. in the presence of KHSO₄. Secondary amides led to complicated mixtures under analogous conditions, whereas tertiary amides were inert. Use of iso-Pr alc. resulted in the formation of product at slower rate and lower yield along with side products, whereas, use of tertiary alcs. did not give successful conversion and allyl and benzyl alc. provided complex mixtures And Methyl 3-methylbenzoate (cas: 99-36-5) was used in the research process.

Methyl 3-methylbenzoate (cas: 99-36-5) is a common ester.Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids.Synthetic Route of C9H10O2 Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries.

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

Njateng, Guy Sedar Singor;Du, Zhizhi;Gatsing, Donatien;Donfack, Arno Rusel Nanfack;Talla, Michel Feussi;Wabo, Hippolyte Kamdem;Tane, Pierre;Mouokeu, Raymond Simplice;Luo, Xiaodong;Kuiate, Jules-Roger published 《Antifungal properties of a new terpernoid saponin and other compounds from the stem bark of Polyscias fulva Hiern (Araliaceae)》. The research results were published in《BMC Complementary and Alternative Medicine》 in 2015.Safety of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate The article conveys some information:

Background: In our previous studies, it was evident that the dichloromethane-methanol (1:1 volume/volume) stem barks extract of Polyscias fulva and fractions (Et acetate, n-butanol and residue) demonstrated interesting antidermatophytic activities. So, as a continuity of that, this work aimed at identifying active principles with antifungal properties from P. fulva that could be used as markers for possible standardization of this plant as phytomedicine. Methods: The Et acetate, n-butanol and residual fractions of the dichloromethane-methanol (1:1 volume/volume) stem bark extract of Polyscias fulva were further fractionated by column chromatog. and the structures of isolated compounds elucidated based on their spectroscopic data in comparison with existing literature information. Antifungal activity was assayed by broth microdilution techniques on yeasts and dermatophytes spores. Results: The fractionation of the crude dichloromethane-methanol (1:1 volume/volume) stem bark extract of Polyscias fulva led to the isolation of 10 known compounds (1 to 10) and one new saponin (11: 3-O-[α-L-rhamnopyranosyl (1-2)-α-L-arabinopyranosyl]-28-O-[α-L-4-O-acetyl-rhamnopyranosyl (1-4)-β-D-glucopyranosyl-(1-6)-β-D-glucopyranosyl]-hederagenin). Among these compounds, 3-O-α-L- arabinopyranosyl-hederagenin and 3-O-[α-L-rhamnopyranosyl (1-2)-α-L-arabinopyranosyl]-hederagenin were the most active on the tested fungi with MIC values ranging from 0.78 to 100 μg/mL against both yeasts and dermatophytes. Conclusion: The results of this work constitute a step forward in the possible development of an antidermatophytic phytomedicine from Polyscias fulva stem bark, the isolated compounds being possible markers for the standardisation. And Methyl 2,4-dihydroxy-3,6-dimethylbenzoate (cas: 4707-47-5) was used in the research process.

Methyl 2,4-dihydroxy-3,6-dimethylbenzoate(4707-47-5) is used in biological study as role of androgens in inducing distinct response of epithelial-mesenchymal transition factors in human prostate cancer cells.Safety of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

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

Wu, Han;Sun, Yu;Wong, Wee Lin;Cui, Jiajia;Li, Jingyang;You, Xuefu;Yap, Lee Fah;Huang, Yu;Hong, Wei;Yang, Xinyi;Paterson, Ian C.;Wang, Hao published 《The development of a novel transforming growth factor-β (TGF-β) inhibitor that disrupts ligand-receptor interactions》 in 2020. The article was appeared in 《European Journal of Medicinal Chemistry》. They have made some progress in their research.SDS of cas: 99-36-5 The article mentions the following:

Transforming growth factor-β (TGF-β) plays an important role in regulating epithelial to mesenchymal transition (EMT) and the TGF-β signaling pathway is a potential target for therapeutic intervention in the development of many diseases, such as fibrosis and cancer. Most currently available inhibitors of TGF-β signaling function as TGF-β receptor I (TβR-I) kinase inhibitors, however, such kinase inhibitors often lack specificity. In the present study, we targeted the extracellular protein binding domain of the TGF-β receptor II (TβR-II) to interfere with the protein-protein interactions (PPIs) between TGF-β and its receptors. One compound, CJJ300, inhibited TGF-β signaling by disrupting the formation of the TGF-β-TβR-I-TβR-II signaling complex. Treatment of A549 cells with CJJ300 resulted in the inhibition of downstream signaling events such as the phosphorylation of key factors along the TGF-β pathway and the induction of EMT markers. Concomitant with these effects, CJJ300 significantly inhibited cell migration. The present study describes for the first time a designed mol. that can regulate TGF-β-induced signaling and EMT by interfering with the PPIs required for the formation of the TGF-β signaling complex. Therefore, CJJ300 can be an important lead compound with which to study TGF-β signaling and to design more potent TGF-β signaling antagonists. And Methyl 3-methylbenzoate (cas: 99-36-5) was used in the research process.

Methyl 3-methylbenzoate (cas: 99-36-5) is a common ester.Esters are common in organic chemistry and biological materials, and often have a pleasant characteristic, fruity odor. This leads to their extensive use in the fragrance and flavor industry. Ester bonds are also found in many polymers.SDS of cas: 99-36-5

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

Zhou, Quan-Cheng;Wang, Tian-Rui;Li, Hui;Chen, Lei;Xin, Jia-Jin;Guo, Shen;Sheng, Gui-Hua;You, Zhong-Lu published 《Synthesis, crystal structures and insulin-like activity of three new oxidovanadium(V) complexes with aroylhydrazone ligand》 in 2019. The article was appeared in 《Journal of Inorganic Biochemistry》. They have made some progress in their research.Quality Control of Methyl 3-methylbenzoate The article mentions the following:

Three new oxidovanadium(V) complexes were designed, synthesized and characterized by C, H, N elemental anal., single crystal x-ray diffraction,UV/visible and IR spectra. Complex 1: [VOL¹X] (H₂L¹ = (E)-N’-(2-hydroxybenzylidene)-3-methbenzohydrazide, HX = ethylmaltol = 2-ethyl-3-hydroxy-4-pyrone), Complex 2: [VOL²(CH₃O)(CH₃OH)], (H₂L² = C₁₆H₁₆N₂O₄ = (E)-N’-(2-hydroxybenzylidene)-3,5-dimethoxybenzohydrazide, CH₃OH = methanol), Complex 3: [VOL³X] (H₂L³ = (E)-N’-(3-ethoxy-2-hydroxybenzylidene)-3,5-dimethoxybenzohydrazide). The insulin-like activity of the three complexes was tested. Both normal and streptozotocin (STZ)-diabetic mice were administered intragastrically for two weeks. The complexes at doses of 10.0 and 5.0 mg V·kg^-1 can significantly decrease the blood glucose level in STZ-diabetic mice, and the blood glucose level in the treated normal mice was not altered. The lesions of kidney and liver caused by diabetes have varying degrees of improvement. To complete the study, the researchers used Methyl 3-methylbenzoate (cas: 99-36-5) .

Methyl 3-methylbenzoate (cas: 99-36-5) is a common ester. Esters are widespread in nature and are widely used in industry. Several billion kilograms of polyesters are produced industrially annually, important products being polyethylene terephthalate, acrylate esters, and cellulose acetate.Quality Control of Methyl 3-methylbenzoate

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

Application In Synthesis of 1-Phenylethyl acetate《Selective benzylic C-H monooxygenation mediated by iodine oxides》 was published in 2019. The authors were LaMartina, Kelsey B.;Kuck, Haley K.;Oglesbee, Linda S.;Odaini, Asma Al;Boaz, Nicholas C., and the article was included in《Beilstein Journal of Organic Chemistry》. The author mentioned the following in the article:

A method for the selective monooxdiation of secondary benzylic C-H bonds is described using an N-oxyl catalyst and a hypervalent iodine species as a terminal oxidant. Combinations of ammonium iodate and catalytic N-hydroxyphthalimide (NHPI) were shown to be effective in the selective oxidation of n-butylbenzene directly to 1-phenylbutyl acetate in high yield (86%). This method shows moderate substrate tolerance in the oxygenation of substrates containing secondary benzylic C-H bonds, yielding the corresponding benzylic acetates in good to moderate yield. Tertiary benzylic C-H bonds were shown to be unreactive under similar conditions, despite the weaker C-H bond. A preliminary mechanistic anal. suggests that this NHPI-iodate system is functioning by a radical-based mechanism where iodine generated in situ captures formed benzylic radicals. The benzylic iodide intermediate then solvolyzes to yield the product ester. The experimental procedure involved many compounds, such as 1-Phenylethyl acetate (cas: 93-92-5) .

1-Phenylethyl acetate(cas:93-92-5) is a carboxylic ester. Application In Synthesis of 1-Phenylethyl acetate It may be prepared by acetylation of methyl phenyl carbinol; from 1-bromoethylbenzene and silver acetate in acetic acid; from benzaldehyde by reacting with magnesium methyl bromide and subsequent acetylation.

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

Long, Jiao;Gao, Wenchao;Guan, Yuqing;Lv, Hui;Zhang, Xumu published 《Nickel-Catalyzed Highly Enantioselective Hydrogenation of β-Acetylamino Vinylsulfones: Access to Chiral β-Amido Sulfones》 in 2018. The article was appeared in 《Organic Letters》. They have made some progress in their research.Electric Literature of C9H10O2 The article mentions the following:

In the presence of Ni(OAc)₂ and (S)-Binapine in 1:9 MeOH/F₃CCH₂OH (TFE), β-(acetylamino)-α,β-unsaturated sulfones (Z)-RC(NHCOMe):CHSO₂R¹ (R = Ph, 4-MeC₆H₄, 3-MeC₆H₄, 4-t-BuC₆H₄, 4-MeOC₆H₄, 4-ClC₆H₄, 3-ClC₆H₄, 4-BrC₆H₄, 4-FC₆H₄, 3-FC₆H₄, 4-F₃CC₆H₄, 2-thienyl, cyclohexyl, Et; R¹ = Me, Ph) underwent enantioselective hydrogenation to give β-(acetylamino) sulfones (S)-RCH(NHCOMe)CH₂SO₂R¹ (R = Ph, 4-MeC₆H₄, 3-MeC₆H₄, 4-t-BuC₆H₄, 4-MeOC₆H₄, 4-ClC₆H₄, 3-ClC₆H₄, 4-BrC₆H₄, 4-FC₆H₄, 3-FC₆H₄, 4-F₃CC₆H₄, 2-thienyl, cyclohexyl, Et; R¹ = Me, Ph) in 75-95% yields and in 90->99% ee. The 1:1 (E):(Z) mixture of PhC(NHCOMe):CHSO₂Ph underwent enantioselective hydrogenation to give (S)-PhCH(NHCOMe)CH₂SO₂Ph in 85% yield and 97% ee; in a sep. hydrogenation reaction performed on gram scale, 0.2 mol% of the nickel catalyst was used.Methyl 3-methylbenzoate (cas: 99-36-5) were involved in the experimental procedure.

Methyl 3-methylbenzoate (cas: 99-36-5) is a common ester.Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids.Electric Literature of C9H10O2 Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries.

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

Today I want to share an article with you. The article is 《Synthesis of barbacic acid》,you can find this article in 《Journal of Asian Natural Products Research》. The following contents are mentioned:

A new approach for the synthesis of the active barbatic acid has been achieved in eight steps with 22.3% total yield by using com. available Me atratate as starting material. This synthesis provides access to multi-gram quantities of barbatic acid with good purity for reference supplies and further anal. and toxicol. investigations. To complete the study, the researchers used Methyl 2,4-dihydroxy-3,6-dimethylbenzoate (cas: 4707-47-5) .

Methyl 2,4-dihydroxy-3,6-dimethylbenzoate(4707-47-5) is used in biological study as role of androgens in inducing distinct response of epithelial-mesenchymal transition factors in human prostate cancer cells.Safety of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

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

Reddy, R. Gajendra;Veeraval, Lenin;Maitra, Swati;Chollet-Krugler, Marylene;Tomasi, Sophie;Devehat, Francoise Lohezic-Le;Boustie, Joel;Chakravarty, Sumana published 《Lichen-derived compounds show potential for central nervous system therapeutics》 in 2016. The article was appeared in 《Phytomedicine》. They have made some progress in their research.Reference of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate The article mentions the following:

Natural products from lichens are widely investigated for their biol. properties, yet their potential as central nervous system (CNS) therapeutic agents is less explored. The present study investigated the neuroactive properties of selected lichen compounds (atranorin, perlatolic acid, physodic acid and usnic acid), for their neurotrophic, neurogenic and acetylcholine esterase (AChE) activities. Neurotrophic activity (neurite outgrowth) was determined using murine neuroblastoma Neuro2A cells. A MTT assay was performed to assess the cytotoxicity of compounds at optimum neurotrophic activity. Neuro2A cells treated with neurotrophic lichen compounds were used for RT-PCR to evaluate the induction of genes that code for the neurotrophic markers BDNF and NGF. Immunoblotting was used to assess acetyl H3 and H4 levels, the epigenetic markers associated with neurotrophic and/or neurogenic activity. The neurogenic property of the compounds was determined using murine hippocampal primary cultures. AChE inhibition activity was performed using a modified Ellman’s esterase method. Lichen compounds atranorin, perlatolic acid, physodic acid and (+)-usnic acid showed neurotrophic activity in a preliminary cell-based screening based on Neuro2A neurite outgrowth. Except for usnic acid, no cytotoxic effects were observed for the two depsides (atranorin and perlatolic acid) and the alkyl depsidone (physodic acid). Perlatolic acid appears to be promising, as it also exhibited AChE inhibition activity and potent proneurogenic activity. The neurotrophic lichen compounds (atranorin, perlatolic acid, physodic acid) modulated the gene expression of BDNF and NGF. In addition, perlatolic acid showed increased protein levels of acetyl H3 and H4 in Neuro2A cells. These lichen depsides and depsidones showed neuroactive properties in vitro (Neuro2A cells) and ex vivo (primary neural stem or progenitor cells), suggesting their potential to treat CNS disorders. To complete the study, the researchers used Methyl 2,4-dihydroxy-3,6-dimethylbenzoate (cas: 4707-47-5) .

Methyl 2,4-dihydroxy-3,6-dimethylbenzoate(4707-47-5) is used in biological study as role of androgens in inducing distinct response of epithelial-mesenchymal transition factors in human prostate cancer cells.Reference of Methyl 2,4-dihydroxy-3,6-dimethylbenzoate

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