Tag: 300-400

Kinetic Diastereomer Differentiation in Au(III)- and Bi(III)-Catalyzed Benzylic Arylation: Concise and Stereocontrolled Synthesis of 2-Amino-1,1-diarylalkanes was written by Chenard, Etienne;Hanessian, Stephen. And the article was included in Organic Letters in 2014.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate This article mentions the following:

2-Nitro- and 2-azido-1,1-diarylalkanes with electron-donating aryl groups such as I [R = 2,4-(MeO)₂C₆H₃, 4-methoxy-1-naphthyl, 4-MeOC₆H₄, 2,3,4-(MeO)₃C₆H₂, 5-methyl-2-furyl, 2,6-(MeO)₂-4-(H₂C:CH)C₆H₂; R¹ = H, Me, Et, n-Pr, i-Pr, allyl, PhCH₂; R² = O₂N, N₃] were prepared diastereoselectively as their syn diastereomers in 14-91% yields (all but one > 50% yields) and in 5:1->20:1 diastereoselectivities by nucleophilic substitution of benzylic alcs. such as I (R = HO; R¹ = H, Me, Et, n-Pr, i-Pr, allyl, PhCH₂; R² = O₂N, N₃) with arenes in the presence of either AuCl₃ or Bi(OTf)₃; an azidotosylamide I (R = TsNH; R¹ = Et; R² = O₂N; Ts = 4-MeC₆H₄SO₂) was prepared using TsNH₂ as a nucleophile instead of an arene. Nonracemic benzyl alcs. were prepared from phenylalanine and incorporated into nonracemic diarylalkyl azides; variation of the aryl group in the nitroalkyl and azidoalkyl benzyl alcs. allowed access in some cases to both syn- and anti-diastereomers of diarylalkyl azido and nitro compounds Kinetic resolution occurred in reactions of diastereomeric mixtures of nitro alcs., with the syn diastereomers of the reactants converted more rapidly to the corresponding products than the anti-diastereomers; both diastereomeric alcs. yielded the syn product. The structure of I (R = 4-MeO-1-naphthyl; R¹ = Et; R² = O₂N) was determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

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

Targeted and suspect screening of plasticizers in house dust to assess cumulative human exposure risk was written by Demirtepe, Hale;Melymuk, Lisa;Codling, Garry;Murinova, Lubica Palkovicova;Richterova, Denisa;Rasplova, Vladimira;Trnovec, Tomas;Klanova, Jana. And the article was included in Science of the Total Environment in 2021.Application In Synthesis of Dicyclohexyl phthalate This article mentions the following:

Indoor dust is an important exposure route to anthropogenic chems. used in consumer products. Plasticizers are common product additives and can easily leach out of the product and partition to dust. Investigations of plasticizers typically focus on a subset of phthalate esters (PEs), but there are many more PEs in use, and alternative plasticizers (APs) are seeing greater use after recognition of adverse health effects of PEs. In this study we use full scan high resolution mass spectrometry for targeted and suspect screening of PEs and APs in house dust and to assess the potential risk of human exposure. House dust samples from Eastern Slovakia were investigated and concentrations of âˆ?sub>12PEs and âˆ?sub>5APs ranged 12-2765μg/g and 45-13,260μg/g, resp. APs were at similar levels to PEs, indicating common usage of these compounds in products in homes. Evaluation of individual compound toxicity combined with human intake via dust ingestion suggested PEs are of lower priority compared to semivolatile organic compounds such as polychlorinated biphenyls due to their lower toxicity. However, cumulative risk assessment (CRA) is a more appropriate evaluation of risk, considering the presences of many PEs in dust and their similar toxic mode of action. CRA based on median toxicity reference values (TRVs) suggested acceptable risks for dust ingestion, however, the wide range of literature-derived TRVs is a large uncertainty, especially for the APs. Use of newer TRVs suggest risk from dust ingestion alone, i.e. not even considering diet, inhalation, and dermal contact. Addnl., screening of full-scan instrumental spectra identified a further 40 suspect PE compounds, suggesting the CRA based on the 12 target PEs underestimates the risk. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Application In Synthesis of Dicyclohexyl phthalate).

Dicyclohexyl phthalate (cas: 84-61-7) 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. 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.Application In Synthesis of Dicyclohexyl phthalate

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

Development of a multiclass method to quantify phthalates, pharmaceuticals, and personal care products in river water using ultra-high performance liquid chromatography coupled with quadrupole hybrid Orbitrap mass spectrometry was written by Rendedula, Deviprasad;Satyanarayana, Gubbala Naga Venkata;Asati, Ankita;Kaliyaperumal, Muralidharan;Mudiam, Mohana Krishna Reddy. And the article was included in Analytical Science Advances in 2021.Synthetic Route of C20H26O4 This article mentions the following:

Rationale : The organic micropollutants such as phthalates, pharmaceuticals, and personal care products (PPPCPs) enter the surface water through various routes. The aim of this study is to develop a sensitive and efficient method to identify and quantify 26 PPPCPs found in river water with acceptable accuracy and precision using a liquid chromatograph hyphenated with quadrupole hybrid Orbitrap mass spectrometry (Q-Orbitrap-MS) in a single chromatog. run. Method : The organic micropollutants were extracted from river water by solid-phase extraction (SPE) using hydrophilic-lipophilic balance sorbent and analyzed using an ultra-high performance liquid chromatograph (UHPLC) equipped with C18 stationary phase for chromatog. separation The targeted mass experiments were conducted in a Q-Orbitrap-MS system in pos. and neg. electrospray ionization mode. Results : The method was found to be linear in the concentration range of 1-125 ng/L with coefficient of determination lying in the range of 0.995-0.999. The method achieved limit of quantification in the range of 0.41-1.72 ng/L, and method recovery measured at three different concentrations was found to be in the range of 75-115%. Intra- and interday precision expressed as percent relative standard deviation was found to be <15%. Matrix effect was found to be in the range of 83.5-109.79%. The matrix match calibration was used for quantification of PPPCPs in river water sample. The method performance was evaluated by analyzing real samples collected from Ganga River, and the concentrations of 21 analytes were found to be in the range of 0.76-9.49 ng/L for pharmaceuticals, 1.49-8.67 ng/L for phthalates, and 0.9-7.58 ng/L for personal care products. Conclusions : The present method was found to be precise, sensitive, and rapid to determine 26 PPPCPs including phthalates in river water samples using SPE-UHPLC-Q-Orbitrap-MS. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Synthetic Route of C20H26O4).

Dicyclohexyl phthalate (cas: 84-61-7) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. 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 C20H26O4

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

An approach to classifying occupational exposures to endocrine disrupting chemicals by sex hormone function using an expert judgment process was written by Prichystalova, R.;Caron-Beaudoin, E.;Richardson, L.;Dirkx, E.;Amadou, A.;Zavodna, T.;Cihak, R.;Cogliano, V.;Hynes, J.;Pelland-St-Pierre, L.;Verner, M. A.;van Tongeren, M.;Ho, V.. And the article was included in Journal of Exposure Science & Environmental Epidemiology in 2021.Reference of 84-61-7 This article mentions the following:

Endocrine disrupting chems. (EDCs) are exogenous substances that interfere with the endocrine system and cause adverse effects. We aimed to classify the effects of 24 known EDCs, prevalent in certain occupations, according to four modes of action (estrogenic, antiestrogenic, androgenic, and/or antiandrogenic). The state of the evidence of each EDC on sex hormone function was summarized and reviewed by an expert panel. For each mode of action, the experts evaluated the likelihood of endocrine disruption in five categories: “No”, “Unlikely”, “Possibly”, “Probably”, and “Yes”. Seven agents were categorized as “Yes,” or having strong evidence for their effects on sex hormone function (antiandrogenic: lead, arsenic, butylbenzyl phthalate, di-Bu phthalate, dicyclohexyl phthalate; estrogenic: nonylphenol, bisphenol A). Nine agents were categorized as “Probable,” or having probable evidence (antiandrogenic: bis(2-ethylhexyl)phthalate, nonylphenol, toluene, bisphenol A, diisononyl phthalate; androgenic: cadmium; estrogenic: copper, cadmium and; anti-estrogenic: lead). Two agents (arsenic, polychlorinated biphenyls) had opposing conclusions supporting both “probably” estrogenic and antiestrogenic effects. This synthesis will allow researchers to evaluate the health effects of selected EDCs with an added level of precision related to the mode of action. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Reference of 84-61-7).

Dicyclohexyl phthalate (cas: 84-61-7) 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. 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.Reference of 84-61-7

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

Red-Light-Mediated Photoredox Catalysis Enables Self-Reporting Nitric Oxide Release for Efficient Antibacterial Treatment was written by Shen, Zhiqiang;Zheng, Shaoqiu;Xiao, Shiyan;Shen, Ruan;Liu, Shiyong;Hu, Jinming. And the article was included in Angewandte Chemie, International Edition in 2021.Category: esters-buliding-blocks This article mentions the following:

Nitric oxide (NO) serves as a key regulator of many physiol. processes and as a potent therapeutic agent. The local delivery of NO is important to achieve target therapeutic outcomes due to the toxicity of NO at high concentrations Although light stimulus represents a non-invasive tool with spatiotemporal precision to mediate NO release, many photoresponsive NO-releasing mols. can only respond to UV or near-UV visible light with low penetration and high phototoxicity. We report that coumarin-based NO donors with maximal absorbances at 328 nm can be activated under (deep) red-light (630 or 700 nm) irradiation in the presence of palladium(II) tetraphenyltetrabenzoporphyrin, enabling stoichiometric and self-reporting NO release with a photolysis quantum yield of 8 % via photoredox catalysis. This NO-releasing platform with ciprofloxacin loading can eradicate Pseudomonas aeruginosa biofilm in vitro and treat cutaneous abscesses in vivo. 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: 4163-60-4Category: esters-buliding-blocks).

(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. 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.Category: esters-buliding-blocks

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

Proteasome inhibition by peptide-semicarbazones was written by Leban, Johann;Blisse, Marcus;Krauss, Babett;Rath, Sandra;Baumgartner, Roland;Seifert, Markus H. J.. And the article was included in Bioorganic & Medicinal Chemistry in 2008.Computed Properties of C16H24N2O4 This article mentions the following:

Peptide-semicarbazones derived from Z-Trp-Trp-Phe-aldehyde inhibit the chymotryptic activity of the human proteasome at nanomolar concentrations, but are less active in a NFκB reporter gene assay. Cyclic semicarbazones, in contrast, combine a strong inhibitory effect on the enzyme with an inhibition of NFκB signaling in the nanomolar range. In addition, a practical synthesis for scale-up of such compounds was developed. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Computed Properties of C16H24N2O4).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.Computed Properties of C16H24N2O4

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

A look down the drain: Identification of dissolved and particle bound organic pollutants in urban runoff waters and sediments was written by Fuchte, Hanna E.;Beck, Natascha;Bieg, Evelyn;Bayer, Viviane J.;Achten, Christine;Krauss, Martin;Schaeffer, Andreas;Smith, Kilian E. C.. And the article was included in Environmental Pollution (Oxford, United Kingdom) in 2022.Computed Properties of C20H26O4 This article mentions the following:

Urban runoff contains a range of organic micropollutants which, if not removed during wastewater treatment, pose a risk to aquatic environments. These mixtures are complex and often site-specific. Street drains provide an ideal sampling point given they collect the runoff from local and defined catchments. In this study, runoff was collected and sampled in five street drains located in a medium sized town in Germany. A specially constructed trap was used to collect the particulate and total water fractions of the runoff. In addition, passive samplers were deployed to determine the freely dissolved concentrations of selected compounds in the runoff. In sum, 187 polar organic micropollutants could be quantified using LC-HRMS. Thirty of these could only be detected by the use of passive samplers. Traffic derived pollutants such as corrosion inhibitors, rubber- and plastic additives, but also pollutants of industrial origin were strongly represented with sum median concentrations of 100μg/kg dry weight (DW) in the sediment and 400 ng/L in the water fraction. Several of these substances are of concern due to their environmental persistence and mobility. Perfluorinated compounds and pesticides occurred at lower levels of several μg/kg DW sediment or ng/L water. A number of substances including pharmaceuticals, sweeteners and stimulants indicated domestic wastewater influences. Furthermore, a total of 62 parent and alkylated PAHs were quantified by GC-MS and contributed 30-70% to the sum concentrations of the micropollutants. Non-EPA PAHs dominated the carcinogenic PAH toxicity. The increased PAH alkylation indexes (0.7-0.9) showed these primarily came from combustion sources. The runoff particles were addnl. microscopically characterized, and correlations were found between the rubber particle counts and the PAH alkylation-index as well as the levels of 2-(methylthio)benzothiazole, a marker compound for tire leaching. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Computed Properties of C20H26O4).

Dicyclohexyl phthalate (cas: 84-61-7) 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. 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. This ability to participate in hydrogen bonding confers some water-solubility.Computed Properties of C20H26O4

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

Synthesis and biological activities of bradykinin analogs with Ψ(E,CH:CH) and Ψ(CH₂NH) isosteric peptide bond replacements was written by Scarso, A.;Degelaen, J.;Viville, R.;De Cock, E.;Van Marsenille, M.;Van der Auwera, L.;Tourwe, D.;Van Binst, G.. And the article was included in Bulletin des Societes Chimiques Belges in 1991.Recommanded Product: 87694-53-9 This article mentions the following:

The synthesis of bradykinin analogs is described in which the Gly⁴-Phe⁵, Phe⁵-Ser⁶, or the Pro⁷-Phe⁸ peptide bond has been replaced by a trans carbon-carbon double bond or by a reduced peptide bond. Some of the analogs display high potency and prolonged activity in the rat blood pressure test, indicating increased metabolic stability. A clear selectivity is obtained towards the myotropic effect in the guinea pig ileum. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Recommanded Product: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.Recommanded Product: 87694-53-9

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

A novel series of urea-based peptidomimetic calpain inhibitors was written by Sanders, M. Lee;Donkor, Isaac O.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2006.HPLC of Formula: 87694-53-9 This article mentions the following:

A series of peptide aldehyde derivatives in which the P₂ chiral carbon has been replaced with nitrogen were synthesized as urea-based peptidomimetic inhibitors of μ-calpain. The compounds mirrored the general SAR of peptidyl aldehyde calpain inhibitors but displayed greater selectivity for μ-calpain over cathepsin B. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9HPLC of Formula: 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.HPLC of Formula: 87694-53-9

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

Copper nanoparticles on controlled pore glass (CPG) as highly efficient heterogeneous catalysts for “click reactions” was written by Rafi, Abdolrahim A.;Ibrahem, Ismail;Cordova, Armando. And the article was included in Scientific Reports in 2020.Safety of (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate This article mentions the following:

Herein, the supported copper nanoparticles (CuNPs) on com. available controlled pore glass (CPG), which exhibit high mech., thermal and chem. stability as compared to other silica-based materials, serve as a useful heterogeneous catalyst system for 1,3-dipolar cycloadditions (“click” reactions) between organic azides RCH₂N₃ (R = Ph, pentadecyl, (5S)-1-[methoxycarbonyl]-5-[(tert-butoxy)carbonyl]pyrrolidin-3-yl) and terminal alkynes HCCR¹ (R¹ = hydroxymethyl, 4-methoxyphenoxymethyl, ([(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy)methyl, etc.) under green chem. conditions. The supported CuNPs-CPG catalyst exhibited a broad substrate scope and gave the corresponding triazole products I in high yields. The CuNPs-CPG catalyst exhibit recyclability and could be reduced multiple times without contaminating the products with Cu. 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: 4163-60-4Safety of (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. 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. Safety of (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

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