Tag: 100-200

Bis(μ-oxo)-Dititanium(IV)-Chiral Binaphthyldisulfonate Complexes for Highly Enantioselective Intramolecular Hydroalkoxylation of Nonactivated Alkenes was written by Xie, Wen-Bin;Li, Zhi. And the article was included in ACS Catalysis in 2021.Application In Synthesis of Sodium 2-methyl-2-propanethiolate This article mentions the following:

A series of chiral 1,1′-binaphthyl-2,2′-disulfonic acids was designed, synthesized, and applied in a highly enantioselective Ti-catalyzed intramol. hydroalkoxylation of nonactivated alkenes. The catalyst is probably a complex between two chiral binaphthyldisulfonate ligands and a bis(μ-oxo)-dititanium(IV) core structure. The sulfonamide groups of the ligands and water are necessary for the catalysis, as they may stabilize the catalytically active complex through hydrogen bonding. Various 2-methylcoumarans were obtained in up to greater than 99% yields and up to 97% enantiomeric excess under mild conditions. In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2Application In Synthesis of Sodium 2-methyl-2-propanethiolate).

Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Application In Synthesis of Sodium 2-methyl-2-propanethiolate

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Thieno[3,2-b]pyrrole-5-carboxamides as New Reversible Inhibitors of Histone Lysine Demethylase KDM1A/LSD1. Part 2: Structure-Based Drug Design and Structure-Activity Relationship was written by Vianello, Paola;Sartori, Luca;Amigoni, Federica;Cappa, Anna;Faga, Giovanni;Fattori, Raimondo;Legnaghi, Elena;Ciossani, Giuseppe;Mattevi, Andrea;Meroni, Giuseppe;Moretti, Loris;Cecatiello, Valentina;Pasqualato, Sebastiano;Romussi, Alessia;Thaler, Florian;Trifiro, Paolo;Villa, Manuela;Botrugno, Oronza A.;Dessanti, Paola;Minucci, Saverio;Vultaggio, Stefania;Zagarri, Elisa;Varasi, Mario;Mercurio, Ciro. And the article was included in Journal of Medicinal Chemistry in 2017.Reference of 142253-56-3 This article mentions the following:

The balance of methylation levels at histone H3 lysine 4 (H3K4) is regulated by KDM1A (LSD1). KDM1A is overexpressed in several tumor types, thus representing an emerging target for the development of novel cancer therapeutics. The authors have previously described the identification of thieno[3,2-b]pyrrole-5-carboxamides, as novel reversible inhibitors of KDM1A, whose preliminary exploration resulted in compound (I) with biochem. IC₅₀ = 160 nM. The authors now report the structure-guided optimization of this chem. series, based on multiple ligand/KDM1A-CoRest co-crystal structures, which led to several extremely potent inhibitors. In particular, compounds N-[3-(methoxymethyl)-2-[[4-[[(3R)-pyrrolidin-3-yl]- methoxy]phenoxy]methyl]phenyl]-4-methyl-thieno[3,2-b]-pyrrole-5-carboxamide hydrochloride (46), 4-ethyl-N-[3-(methoxymethyl)-2-[[4-[[(3R)-pyrrolidin-3-yl]-methoxy]phenoxy]methyl]phenyl]thieno[3,2-b]pyrrole-5-carboxamide (49) and N-[3-(ethoxymethyl)-2-[[4-[[(3R)-pyrrolidin-3-yl]methoxy]-phenoxy]methyl]phenyl]-4-methyl-thieno[3,2-b]pyrrole-5-carboxamide hydrochloride (50) showed single digit nanomolar IC₅₀ values for in vitro inhibition of KDM1A, with high selectivity in secondary assays. In THP-1 cells these compounds transcriptionally affected the expression of genes regulated by KDM1A, such as CD14, CD11b, and CD86. Moreover, 49 and 50 showed a remarkable anti-clonogenic cell growth effect on MLL-AF9 human leukemia cells. In the experiment, the researchers used many compounds, for example, 1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3Reference of 142253-56-3).

1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Reference of 142253-56-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of new mono-N-tosylated diamine ligands based on (R)-(+)-limonene and their application in asymmetric transfer hydrogenation of ketones and imines was written by Roszkowski, Piotr;Maurin, Jan K.;Czarnocki, Zbigniew. And the article was included in Tetrahedron: Asymmetry in 2013.HPLC of Formula: 120121-01-9 This article mentions the following:

A synthetic procedure leading to the preparation of a new family of enantiopure mono-N-tosylated-1,2-diamines derived from (R)-(+)-limonene is described. (+)-Limonene was transformed into the appropriate N-tosyl derivative using N-tosylaziridination based on chloramine-T trihydrate. Subsequent ring opening by sodium azide afforded the corresponding isomeric azides. Finally, reduction of the azide function gave enantiomerically pure mono-N-tosylated-1,2-diamines. The ligands obtained proved to be effective in the asym. transfer hydrogenation protocol on aromatic ketones and imines. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9HPLC of Formula: 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.HPLC of Formula: 120121-01-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Carbon (1s) NEXAFS spectroscopy of biogeochemically relevant reference organic compounds was written by Solomon, Dawit;Lehmann, Johannes;Kinyangi, James;Liang, Biqing;Heymann, Karen;Dathe, Lena;Hanley, Kelly;Wirick, Sue;Jacobsen, Chris. And the article was included in Soil Science Society of America Journal in 2009.Formula: C6H14O6 This article mentions the following:

Natural organic matter (NOM) is a highly active component of soils and sediments, and plays an important role in global C cycling. However, NOM has defied mol.-level structural characterization, owing to variations along the decomposition continuum and its existence as highly functionalized polyelectrolytes. We conducted a comprehensive systematic overview of spectral signatures and peak positions of major organic mols. that occur as part of NOM using near-edge x-ray absorption fine structure (NEXAFS) spectroscopy. The spectra of carbohydrates and amino sugars show resonances between 289.10 and 289.59 eV, attributed to 1s-3p/σ* transitions of O-alkyl (C-OH) moieties. They also exhibited distinct peaks between 288.42 and 288.74 eV, representing C1s-π*_C=O transition from COOH functionalities. Amino acids produced a strong signal around 288.70 eV, which can be identified as a C 1s-π*_C=O transition of carboxyl/carbonyl (COOH/COO-) structures. Spectral features near 285.29 eV were ascribed to C 1s-π*_C=C transition of ring structure of aromatic amino acids, while spectra between 287.14 and 287.86 eV were attributed to C 1s-π*_C-H and C 1s-σ*_C-H/3p Rydberg-like excitations from CH and CH₂ groups. Phenols and benzoquinone produced strong resonances between 285.08 and 285.37 eV, attributed to the π* orbital of C (C 1s-π*_C=C) atoms connected to either C or H (C-H) in the aromatic ring. The next higher excitation common to both phenols and quinone appeared between 286.05 and 286.35 eV, and could be associated with C 1s-π*_C=C transitions of aromatic C bonded to O atom in phenols, and to C 1s-π*_C=O transitions from aromatic C connected to O atom (C-OH) in phenols or to a C=O in p-benzoquinone and some phenols with carbonyl structures, resp. Nucleobases exhibited complex spectral features with pronounced resonances between 286.02 and 286.84 eV and between 288.01 and 288.70 eV. Mol. markers for black C (benzenecarboxylic acid and biphenyl-4,4′-dicarboxylic acid) exhibit sharp absorption bands between 285.01 and at 285.43 eV, possibly from C 1s-π*_C=C transition characteristic of C-H sites or unsaturated C (C=C) on aromatic ring structures. These aromatic carboxylic acids also exhibit broad peaks between 288.35 and 288.48 eV, reflecting C 1s-π*_C=O transition of carboxyl functional groups bonded to unsaturated C. This investigation provides a more comprehensive NEXAFS spectral library of biogeochem. relevant organic C compounds The spectra of these reference organic compounds reveal distinct spectral features and peak positions at the C K-edge that are characteristic of the MOs bonding C atoms. Detailed structural information can be derived from these distinctive spectral features that could be used to build robust peak assignment criteria to exploit the chem. sensitivity of NEXAFS spectroscopy for in situ mol.-level spatial investigation and fingerprinting of complex organic C compounds in environmental samples. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0Formula: C6H14O6).

(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Formula: C6H14O6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Highly enantioselective transfer hydrogenation of aromatic ketones was written by Pan, En-De;Li, Yan-Yun;Dong, Zhen-Rong;Chen, Jian-Shan;Li, Bao-Zhu;Zhang, Hui;Gao, Jing-Xing. And the article was included in Gaodeng Xuexiao Huaxue Xuebao in 2003.Quality Control of (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Enantioselective reduction of prochiral ketones with 2-propanol or formic acid catalyzed by chiral metal complexes has been developed as a synthetic method complementary to asym. hydrogenation in the past decade. However, these processes are necessary to be improved for practical use in organic synthesis because of low catalytic activity and insufficient enantioselectivity. In this paper, we report an excellent catalytic system generated in situ from iridium complex IrCl(Ph₃P)₃ and chiral tetradentate diaminodiphosphine ligand for asym. transfer hydrogenation of various aromatic ketones. For isobutyrophenone transfer hydrogenation, the corresponding optically active alc. was obtained in 93% yield and with up to 99% e. e. after 5 h at 28 °C. Propiophenone was a better substrate with respect to catalytic activity and enantioselectivity in the presence of base as a co-catalyst. The conversion of propiophenone reached 95.8% and the turnover number as high as 3 193 h^-1. These results will provide a useful index for further designing practical chiral catalytic systems. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Quality Control of (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

One-pot synthesis of pompon-like magnetic hollow SiO₂-supported Ag nanoparticles for catalytic application was written by Li, Zhuo-Rui;Jiang, Bo;Zhang, Xiao-Hui;Han, Guo-Zhi. And the article was included in Colloids and Surfaces, A: Physicochemical and Engineering Aspects in 2022.Application In Synthesis of 2,2′-Oxybis(ethan-1-ol) This article mentions the following:

In this paper, we develop a novel pompon-like magnetic hollow SiO₂-supported Ag (SiO₂@Ag) nanoparticles, in which small silver and magnetic nanoparticles were loaded on the hollow silica shell by one-pot solvothermal method. FT-IR, XRD, SEM, TEM and BET were applied to characterized the structure and morphol. of the magnetic hollow SiO₂@Ag nanoparticles. The synthesized material has not only high stability and monodispersity, but also uniform surface element distribution along with good magnetic response. On this basis, we studied the catalytic performance of this pompon-like magnetic hollow SiO₂@Ag nanoparticles for the reduction of aromatic nitro compounds, and further carried out extended researches on substrates scope. Research results indicate that the pompon-like magnetic hollow SiO₂@Ag nanoparticles have broad-spectrum catalytic activity for the reduction of aromatic nitro compounds After recycling for 8 times, it can still maintain 90% catalytic efficiency. This study provides a facile strategy for constructing hollow hierarchical structure, and expands the application of noble metal nanoparticles in organic transformation. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Efficient aerial oxidation of different types of alcohols using ZnO nanoparticle-MnCO₃-graphene oxide composites was written by Adil, Syed Farooq;Assal, Mohamed E.;Shaik, Mohammed Rafi;Kuniyil, Mufsir;Hashmi, Azhar;Khan, Mujeeb;Khan, Aslam;Tahir, Muhammad Nawaz;Al-Warthan, Abdulrahman;Siddiqui, Mohammed Rafiq H.. And the article was included in Applied Organometallic Chemistry in 2020.Formula: C7H6Cl2O This article mentions the following:

In this study, nanocomposites of graphene oxide (GRO) and ZnO nanoparticle-doped MnCO₃ ([ZnO-MnCO₃/(1%)GRO]) were synthesized via a facile, straightforward co-precipitation technique. Interestingly, it was noticed that the incorporation of GRO in the catalytic system could noticeably improve the catalytic efficiency compared to a catalyst (ZnO-MnCO₃) without GRO, for aerial oxidation of benzyl alc. (BzOH) employing O₂ as a nature-friendly oxidant under base-free conditions. The impacts of various reaction factors were thoroughly explored to optimize reaction conditions using oxidation of BzOH to benzaldehyde (BzH) as a model substrate. The catalysts were characterized using X-ray diffraction, thermogravimetric anal., Fourier transform IR spectroscopy, field-emission SEM, Energy dispersive X-ray spectroscopy (EDX), Brunauer-Emmett-Teller (BET), and Raman spectroscopy. The (1%)ZnO-MnCO₃/(1%)GRO exhibited significant specific activity (67 mmol.g^-1.hr^-1) with full conversion of BzOH and >99% BzH selectivity within just 6 min. The catalytic efficiency of the (1%)ZnO-MnCO₃/(1%)GRO nanocomposite was significantly better than the (1%)ZnO-MnCO₃/(1%)HRG and (1%)ZnO-MnCO₃ catalysts, presumably due to the existence of oxygen-possessing groups on the GRO surface and as well as a very high surface area that could have been instrumental in uniformly dispersing the active sites of the catalyst, i.e., ZnO-MnCO₃. Under optimum circumstances, various kinds of alcs. ROH (R = benzyl, furan-2-ylmethyl, cyclohexyl, 1-phenylethyl, etc.) were selectively transformed to resp. carbonyls, e.g., cyclohexanone with full convertibility over the (1%)ZnO-MnCO₃/(1%)GRO catalyst. Furthermore, the highly effective (1%)ZnO-MnCO₃/(1%)GRO catalyst could be successfully reused and recycled over five consecutive runs with a marginal reduction in its performance and selectivity. In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Formula: C7H6Cl2O).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Formula: C7H6Cl2O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Design and synthesis of marine sesterterpene analogues as novel estrogen receptor α degraders for breast cancer treatment was written by Liang, Jian-Jia;Yu, Wu-Lin;Yang, Liang;Xie, Bao-Hua;Qin, Kong-Ming;Yin, Yu-Ping;Yan, Jing-Jing;Gong, Shuang;Liu, Ten-Yue;Zhou, Hai-Bing;Hong, Kui. And the article was included in European Journal of Medicinal Chemistry in 2022.Formula: C4H10O3 This article mentions the following:

Targeted protein degradation using small mols. is an intriguing strategy for drug development. The marine sesterterpene compound MHO7 had been reported to be a potential ERα degradation agent. In order to further improve its biol. activity, two series of novel MHO7 derivatives with long side chains were designed and identified as novel selective estrogen receptor down-regulators (SERDs). The growth inhibition activity of the novel SERD compounds were significantly affected by the type and length of the side chain. Most of the derivatives were significantly more potent than MHO7 against both drug-sensitive and drug-resistant breast cancer cells. Among them, compound 16a (I), with IC₅₀ values of 0.41μM against MCF-7 cell lines and 9.6-fold stronger than MHO7, was the most potent mol. A whole-genome transcriptomic anal. of MCF-7 cells revealed that the mechanism of 16a against MCF-7 cell was similar with that of MHO7. The estrogen signaling pathway was the most affected among the disturbed genes, but the ERα degradation activity of 16a was observed higher than that of MHO7. Other effects of 16a were confirmed similar with MHO7, which means that the basic mechanisms of the derivatives are the same with the ophiobolin backbone, i.e. the degradation of ERα is mediated via proteasome-mediated process, the induction of apoptosis and the cell cycle arrest at the G1 phase. Meanwhile, a decrease of mitochondrial membrane potential and an increase of cellular ROS were also detected. Based on these results, as a novel modified ophiobolin derived compound, 16a may warrant further exploitation as a promising SERD candidate agent for the treatment of breast cancer. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Formula: C4H10O3).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Formula: C4H10O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A copper(II)-dipicolylamine-coumarin sensor for maltosyltransferase assay was written by Lee, Wei-Li;Hsu, Tse-Wei;Hung, Wei-Cheng;Fang, Jim-Min. And the article was included in Dalton Transactions in 2019.Recommanded Product: 1122-71-0 This article mentions the following:

A Cu(II)-[di(2-methylpyridyl)methylamino]coumarin fluorescence turn-on sensor (Cu-1b) is designed to detect phosphate ions with K_ass = 1.4 × 10⁵ M^-1 in HEPES buffer. Cu-1b is applied to probe the GlgE-catalyzed maltose-transfer reaction of α-maltose-1-phosphate to α-1,4-glucan with concomitant release of phosphate ions in Mycobacterium tuberculosis. In the experiment, the researchers used many compounds, for example, 6-Methyl-2-pyridinemethanol (cas: 1122-71-0Recommanded Product: 1122-71-0).

6-Methyl-2-pyridinemethanol (cas: 1122-71-0) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Recommanded Product: 1122-71-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The presence of kiwifruit columella affects the aroma profiles of fresh and thermally treated kiwifruit juice was written by Xu, Sujuan;Zhan, Ping;Tian, Honglei;Wang, Peng. And the article was included in LWT–Food Science and Technology in 2022.Recommanded Product: 3391-86-4 This article mentions the following:

The aroma-active compounds in the whole fruit, pulp, and columella of fresh and thermally treated kiwifruit from three varieties (CX), (HW), and (XX) were analyzed. Major aroma-active C6 alcs. and aldehydes were abundant in the pulp, while key esters were predominant in the columella. Quant. descriptive anal. (QDA) indicated that the heating of pulp caused large changes in the fruity and sweet notes, while the intensities of grassy, pungent, and cooked cabbage notes in thermally treated whole kiwifruit (TW) were considerably stronger than thermally treated pulp (TP). Based on GC-MS/O and OAV, 17 odor-active compounds were identified. TP had substantial reductions in key alcs. and aldehydes, and the presence of columella attenuated the heat losses in characteristic esters. Decanal, (E)-2-decenal, 1-octen-3-one, and di-Me sulfide, formed during heating, were pos. correlated with the cooked cabbage odor by partial least-squares regression (PLSR). Hierarchical cluster anal. (HCA) revealed that aroma profiles of TP in CX and HW were similar to fresh samples, suggesting that the columella indeed affected the aroma profile during thermal treatment, especially for CX and HW. Altogether, these results could offer recommendations for kiwifruit juice processing to improve the aroma quality of juice products by changing the content of columella. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Recommanded Product: 3391-86-4).

Oct-1-en-3-ol (cas: 3391-86-4) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Recommanded Product: 3391-86-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts