Tag: 100-200

Li, Shuangshuang; Qiu, Ju; Li, Bowen; Sun, Zuolian; Xie, Peizhong; Loh, Teck-Peng published their research in Organic Chemistry Frontiers in 2021. The article was titled 《Practical allylation with unactivated allylic alcohols under mild conditions》.Category: esters-buliding-blocks The article contains the following contents:

A practical palladium/calcium catalytic system was developed for dehydrative allylation with unactivated allylic alcs. EtOH solvent with a H2O additive was identified as powerful medium to accelerate proton transfer. This catalytic system and environmentally benign medium enabled a variety of soft carbonic nucleophiles and allylic alcs. to react smoothly at room temperature with water as the only byproduct. A wide spectrum of allylic compounds bearing a variety of functional groups I [R = Me, CN, CO2Et, etc.; R1 = CO2Me, CO2Et; R2 = CN, NO2, CO2Me, CO2Et; R3 = H, Me; R4 = H, Me; R5 = Ph, 2-FC6H4, 2-thienyl, etc.] could be obtained with high to excellent yields. After reading the article, we found that the author used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Category: esters-buliding-blocks)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Category: esters-buliding-blocks

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

《Acetal Addition to Electron-Deficient Alkenes with Hydrogen Atom Transfer as a Radical Chain Propagation Step》 was written by Chan, Wei Chuen; Vinod, Jincy K.; Koide, Kazunori. Category: esters-buliding-blocks And the article was included in Journal of Organic Chemistry in 2021. The article conveys some information:

We describe a visible-light-promoted addition of a hydrogen atom and an acetal carbon toward various electron-deficient alkenes. 1,3-Dioxolane is converted to its radical species in the presence of persulfate and an iridium catalyst upon visible light irradiation, which then reacts with electron-deficient alkenes. The reaction operates via a radical chain mechanism, a less commonly observed pathway for this class of transformation. Hydrogen atom transfer from 1,3-dioxolane to α-malonyl radicals is corroborated by exptl. and d. functional theory studies. The experimental part of the paper was very detailed, including the reaction process of Diethyl 2-methylmalonate(cas: 609-08-5Category: esters-buliding-blocks)

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Category: esters-buliding-blocks

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

《An integrated high throughput experimentation/predictive QSAR modeling approach to ansa-zirconocene catalysts for isotactic polypropylene》 was written by Ehm, Christian; Vittoria, Antonio; Goryunov, Georgy P.; Izmer, Vyatcheslav V.; Kononovich, Dmitry S.; Samsonov, Oleg V.; Girolamo, Rocco Di; Budzelaar, Peter H. M.; Voskoboynikov, Alexander Z.; Busico, Vincenzo; Uborsky, Dmitry V.; Cipullo, Roberta. Safety of Diethyl 2-methylmalonate And the article was included in Polymers (Basel, Switzerland) in 2020. The article conveys some information:

Compared to heterogeneous Ziegler-Natta systems (ZNS), ansa-metallocene catalysts for the industrial production of isotactic polypropylene feature a higher cost-to-performance balance. In particular, the C2-sym. bis(indenyl) ansa-zirconocenes disclosed in the 1990s are complex to prepare, less stereo- and/or regioselective than ZNS, and lose performance at practical application temperatures The golden era of these complexes, though, was before High Throughput Experimentation (HTE) could contribute significantly to their evolution. Herein, we illustrate a Quant. Structure – Activity Relationship (QSAR) model trained on a robust and highly accurate HTE database. The clear-box QSAR model utilizes, in particular, a limited number of chem. intuitive 3D geometric descriptors that screen various regions of space in and around the catalytic pocket in a modular way thus enabling to quantify individual substituent contributions. The main focus of the paper is on the methodol., which should be of rather broad applicability in mol. organometallic catalysis. Then again, it is worth emphasizing that the specific application reported here led us to identify in a comparatively short time novel zirconocene catalysts rivaling or even outperforming all previous homologues which strongly indicates that the metallocene story is not over yet.Diethyl 2-methylmalonate(cas: 609-08-5Safety of Diethyl 2-methylmalonate) was used in this study.

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Safety of Diethyl 2-methylmalonate

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

《Tandem Phospha-Michael Addition/N-Acylation/ Intramolecular Wittig Reaction of aza-o-Quinone Methides: Approaches to 2,3-Disubstituted Indoles》 was written by Hua, Ting-Bi; Chao, Fei; Wang, Long; Yan, Chen-Yang; Xiao, Cong; Yang, Qing-Qing; Xiao, Wen-Jing. Recommanded Product: Ethyl oxalyl monochloride And the article was included in Advanced Synthesis & Catalysis in 2020. The article conveys some information:

A tandem phospha-Michael addition/N-acylation/intramol. Wittig reaction of in situ formed aza-o-QMs is disclosed. This approach features high functional group tolerance and provides a convenient and practical access to biol. significant indole derivatives (37 examples, up to 91% yield) under mild reaction conditions. In the part of experimental materials, we found many familiar compounds, such as Ethyl oxalyl monochloride(cas: 4755-77-5Recommanded Product: Ethyl oxalyl monochloride)

Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Recommanded Product: Ethyl oxalyl monochloride

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

《Electrochemical-Induced Ring Transformation of Cyclic α-(ortho-Iodophenyl)-β-oxoesters》 was published in Chemistry – A European Journal in 2020. These research results belong to Strehl, Julia; Kahrs, Christoph; Mueller, Thomas; Hilt, Gerhard; Christoffers, Jens. Electric Literature of C7H12O3 The article mentions the following:

Cyclic α-(ortho-iodophenyl)-β-oxoesters R3-2-IC6H3CH(R2)(C(O)OR)C(O)R1 (R = Me, Et; R1 = Me, Ph; R2 = H, Me; R1R2 = -(CH2)3-, -(CH2)4-, -(CH2)5-, -(CH2)6-; R3 = 2-Me, 3-Br, 4-methoxycarbonyl, etc.) and Me 2-(2-iodophenyl)-1-oxoindane-2-carboxylate, Et 2-(2-iodophenyl)-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate were converted in a ring-expanding transformation to furnish benzannulated cycloalkanone carboxylic esters R3-2-R1C(O)C6H3CH(R2)C(O)OR and Et 12-oxo-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctadiene-5-carboxylate. The reaction sequence started by electrochem. reduction of the iodoarene moiety. In a mechanistic rationale, the resulting carbanionic species was added to the carbonyl group under formation of a strained, tricyclic benzocyclobutene intermediate, which underwent carbon-carbon bond cleavage and rearrangement of the carbon skeleton by retro-aldol reaction. The scope of the reaction sequence was investigated by converting cyclic oxoesters with different ring sizes yielding benzocycloheptanone, -nonanone and -decanone derivatives in moderate to good yields. Furthermore, acyclic starting materials and cyclic compounds carrying addnl. substituents on the iodophenyl ring were submitted to this reaction sequence. The starting materials for this transformation are straightforwardly obtained by conversion of β-oxoesters R1C(O)CH(R2)C(O)OR with phenyliodobis(trifluoroacetate) R3C6H4I((O)OCCF3)2. In addition to this study using Ethyl 2-methyl-3-oxobutanoate, there are many other studies that have used Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Electric Literature of C7H12O3) was used in this study.

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.Electric Literature of C7H12O3

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

Yu, Xiu-yue; Su, Hui; Zheng, Xin; Liu, Wen-bo; He, Yao; Fei, Na-na; Qiao, Ru; Ren, Yun-lai; Niu, Cao-yuan published their research in Journal of Molecular Structure on August 5 ,2021. The article was titled 《A new A3B zinc(II)-porphyrin ligand and its ruthenium(II) complex: synthesis, photophysical properties and photocatalytic applications》.HPLC of Formula: 30414-53-0 The article contains the following contents:

Porphyrins and metalloporphyrins (or porphyrin coordination complexes) have been wildly investigated as photocatalysts in recent years. Herein we synthesized two new A3B porphyrins, a new asym. A3B zinc-porphyrin ligand with peripheral chelate group (pyridine dicarboxylate), and a ruthenium(II) complex of the porphyrin ligand. Their photo-phys. properties were characterized and investigated by UV-visible and fluorescent emission. The modeling of the mol. structures was optimized by DFT theor. calculation All porphyrin compounds exhibited strong absorbance at the Soret bands and Q bands. The free base of porphyrin possessed a higher quantum yield and a longer life time than the other two zinc-porphyrins and ruthenium-porphyrin in terms of fluorescence. Furthermore, the ruthenium-porphyrin complex can be used as a promising photocatalyst under visible light for two kinds of organic reactions: ketone-related oxidative aminothiocyanation (above 90% yield) and indole-related oxidative thiocyanation (around 80% yield) with a remarkable low amount (0.1 mmol %). In the experiment, the researchers used Methyl 3-oxovalerate(cas: 30414-53-0HPLC of Formula: 30414-53-0)

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.HPLC of Formula: 30414-53-0

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

Kalhapure, Vijay; Magar, Dhananjay; Kothalkar, Nishant; Khaladkar, Tushar; Roychowdhury, Abhijit published their research in Current Organic Synthesis on February 29 ,2020. The article was titled 《Synthesis of Substituted imidazo[1,5-a]pyrimidine-2-(1H)-one Core Structure》.Name: Methyl 3-oxovalerate The article contains the following contents:

Simple transformation starting from amino acetonitrile hydrochloride led to the synthesis of two different regio-isomers of imidazopyrimidinones I [R = H Ph; R1 = Me, Et, Ph; X = CH, N; Y = CH, N]. In addition to this study using Methyl 3-oxovalerate, there are many other studies that have used Methyl 3-oxovalerate(cas: 30414-53-0Name: Methyl 3-oxovalerate) was used in this study.

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.Name: Methyl 3-oxovalerate

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

Gupta, Aniket; Saha, Anusuya; Rahaman, Ajijur; Kumar, Jogendra; Suresh, Eringathodi; Ganguly, Bishwajit; Bhadra, Sukalyan published their research in Journal of Organic Chemistry on August 5 ,2022. The article was titled 《Cooperativity between the Substrate and Ligand in Palladium-Catalyzed Allylic Alkylation Using 1-Aryl-1-propynes》.Safety of Methyl 3-oxovalerate The article contains the following contents:

A monoprotected amino acid Bz-Gly-OH assists in the allylic alkylation of a variety of ketones, β-keto esters, aldehydes, etc., during enamine-palladium catalysis to gave alkylated products such as R1C(O)CHR2CH2CH=CHAr [R1 = Me, Et, n-Pr; R2 = Et, C(O)OMe, C(O)OEt, C(O)OBn, etc.; R1R2 = (CH2)3, (CH2)4, (CH2)5, etc.]. D. functional theory calculations revealed that Bz-Gly-OH assisted in the formation of an enamine that attacks the π-allylpalladium complex via an outer sphere mechanism. The preliminary result pointed to an asym. allylic alkylation under a new mode of bifunctional catalysis. The experimental process involved the reaction of Methyl 3-oxovalerate(cas: 30414-53-0Safety of Methyl 3-oxovalerate)

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.Safety of Methyl 3-oxovalerate

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

Gao, Yongzhi; van Haren, Matthijs J.; Moret, Ed E.; Rood, Johannes J. M.; Sartini, Davide; Salvucci, Alessia; Emanuelli, Monica; Craveur, Pierrick; Babault, Nicolas; Jin, Jian; Martin, Nathaniel I. published an article in Journal of Medicinal Chemistry. The title of the article was 《Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT) with Enhanced Activity》.Product Details of 1877-71-0 The author mentioned the following in the article:

Nicotinamide N-methyltransferase (NNMT) catalyzes the methylation of nicotinamide to form N-methylnicotinamide. Overexpression of NNMT is associated with a variety of diseases, including a number of cancers and metabolic disorders, suggesting a role for NNMT as a potential therapeutic target. By structural modification of a lead NNMT inhibitor previously developed in our group, we prepared a diverse library of inhibitors to probe the different regions of the enzyme’s active site. This investigation revealed that incorporation of a naphthalene moiety, intended to bind the hydrophobic nicotinamide binding pocket via π-π stacking interactions, significantly increases the activity of bisubstrate-like NNMT inhibitors (half-maximal inhibitory concentration 1.41 μM). These findings are further supported by isothermal titration calorimetry binding assays as well as modeling studies. The most active NNMT inhibitor identified in the present study demonstrated a dose-dependent inhibitory effect on the cell proliferation of the HSC-2 human oral cancer cell line. The results came from multiple reactions, including the reaction of 3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0Product Details of 1877-71-0)

3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0) belongs to esters. Esters are more polar than ethers but less polar than alcohols. Product Details of 1877-71-0 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.

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

Computed Properties of C9H8O4On May 13, 2021 ,《Discovery of Novel Thiophene-arylamide Derivatives as DprE1 Inhibitors with Potent Antimycobacterial Activities》 appeared in Journal of Medicinal Chemistry. The author of the article were Wang, Pengxu; Batt, Sarah M.; Wang, Bin; Fu, Lei; Qin, Rongfei; Lu, Yu; Li, Gang; Besra, Gurdyal S.; Huang, Haihong. The article conveys some information:

In this study, we report the design and synthesis of a series of novel thiophene-arylamide compounds derived from the noncovalent decaprenylphosphoryl-β-D-ribose 2′-epimerase (DprE1) inhibitor TCA1 through a structure-based scaffold hopping strategy. Systematic optimization of the two side chains flanking the thiophene core led to new lead compounds bearing a thiophene-arylamide scaffold with potent antimycobacterial activity and low cytotoxicity. Compounds I, II, III [X = H,F] exhibited potent in vitro activity against both drug-susceptible (min. inhibitory concentration (MIC) = 0.02-0.12μg/mL) and drug-resistant (MIC = 0.031-0.24μg/mL) tuberculosis strains while retaining potent DprE1 inhibition (half maximal inhibitory concentration (IC50) = 0.2-0.9μg/mL) and good intracellular antimycobacterial activity. In addition, these compounds showed good hepatocyte stability and low inhibition of the human ether-á-go-go related gene (hERG) channel. The representative compound III [X = H] with acceptable pharmacokinetic property demonstrated significant bactericidal activity in an acute mouse model of tuberculosis. Moreover, the mol. docking study of template compound I provides new insight into the discovery of novel antitubercular agents targeting DprE1. In the part of experimental materials, we found many familiar compounds, such as 3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0Computed Properties of C9H8O4)

3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0) belongs to esters. 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. Computed Properties of C9H8O4

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