Tag: 100-200

Garnes-Portoles, Francisco; Miguelez, Ruben; Grayson, Matthew N.; Barrio, Pablo published an article in 2022. The article was titled 《Heteroatom-Tethered ω-Alkenylallylboronates: Stereoselective Synthesis of Heterocyclic Derived Alcohols》, and you may find the article in Synthesis.Reference of 2-(Benzyloxy)acetaldehyde The information in the text is summarized as follows:

The synthesis of ω-alkenylallylboronates using a heteroatom tether to join both functional groups was described for the first time. Then, these unprecedented compounds were used in a tandem Bronsted acid catalyzed allylboration/ring-closing metathesis (RCM) reaction affording heterocyclic derived alcs. as single diastereoisomers. The low enantioselectivity observed in the asym. version using a chiral phosphoric acid catalyst was studied theor. The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Reference of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Reference of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Rapid Discovery of Aspartyl Protease Inhibitors Using an Anchoring Approach》 was published in ChemMedChem in 2020. These research results belong to Konstantinidou, Markella; Magari, Francesca; Sutanto, Fandi; Haupenthal, Joerg; Jumde, Varsha R.; Uenver, M. Yagiz; Heine, Andreas; Camacho, Carlos Jamie; Hirsch, Anna K. H.; Klebe, Gerhard; Doemling, Alexander. Category: ethers-buliding-blocks The article mentions the following:

Pharmacophore searches that include anchors, fragments contributing above average to receptor binding, combined with one-step syntheses are a powerful approach for the fast discovery of novel bioactive mols. Here, the authors are presenting a pipeline for the rapid and efficient discovery of aspartyl protease inhibitors. First, the authors hypothesized that hydrazine could be a multi-valent warhead to interact with the active site Asp carboxylic acids. The authors incorporated the hydrazine anchor in a multicomponent reaction and created a large virtual library of hydrazine derivatives synthetically accessible in one-step. Next, the authors performed anchor-based pharmacophore screening of the libraries and resynthesized top-ranked compounds The inhibitory potency of the mols. was finally assessed by an enzyme activity assay and the binding mode confirmed by several soaked crystal structures supporting the validity of the hypothesis and approach. The herein reported pipeline of tools will be of general value for the rapid generation of receptor binders beyond Asp proteases.2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Category: ethers-buliding-blocks) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Enantioselective three-component Ugi reaction catalyzed by chiral phosphoric acid》 was published in Science China: Chemistry in 2020. These research results belong to Zhang, Jian; Wang, Yi-Yan; Sun, He; Li, Shao-Yu; Xiang, Shao-Hua; Tan, Bin. Safety of 2-(Benzyloxy)acetaldehyde The article mentions the following:

A catalytic enantioselective three-component Ugi reaction was developed. SPINOL-derived phosphoric acid with bulky 2,4,6-tricyclohexylphenyl groups at the 6,6′ positions I was found to be the best catalyst to afford α-amino amide derivatives, e.g., II in good to excellent yields (62% to 99%) and enantiocontrol (81% to >99% enantiomeric excess). This asym. reaction was applicable well to an array of aliphatic aldehydes. The gram-scale synthesis, modification of dapsone, and enantioselective synthesis of (R)-Lacosamide underline the general utility of this methodol. Influence of dihedral angles and substituents of the chiral phosphoric acids on the enantioselectivity was also discussed in this article. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Safety of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Safety of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Chaves-Carballo, Katherine; Lamoureux, Guy V.; Perez, Alice L.; Bella Cruz, Alexandre; Cechinel Filho, Valdir published an article in RSC Advances. The title of the article was 《Novel one-pot synthesis of a library of 2-aryloxy-1,4-naphthoquinone derivatives. Determination of antifungal and antibacterial activity》.Name: m-Methoxyphenol The author mentioned the following in the article:

The development of new antibiotics and inexpensive antifungals is an important field of research. Based on the privileged pharmacophore of lawsone, a series of phenolic ether derivatives of 1,4-naphthoquinone I (R = H, CH3, OCH3, etc.; R1 = H, NO2, Cl, etc.; R2 = H, OCH3, Br, etc.; R3 = H, Cl, CH3, etc.; R4 = H, Br, Cl, etc.) were synthesized easily in one step in reasonable yields. All the new compounds were characterized and tested as potential antifungal and antibacterial agents. Compound I (R1, R2, R4 = H; R3 = Cl; R = 2,4-Cl2C6H3O) has significant antibacterial action (as good as or better than the controls) against E. coli and S. aureus. Against C. albicans, compounds I (R1, R2, R3, R4 = H; R = Br), (R1, R2, R3, R4 = H; R = Cl), (R, R2, R3, R4 = H; R1 = Cl), (R, R2, R3, R4 = H; R1 = CH3) were the best candidates as antifungals. Using a qual. structure-activity anal., a correlation between molar mass and antimicrobial activity was identified, regardless of the substituent group on the phenolic moiety, except for I (R1, R2, R4 = H; R3 = Cl; R = 2,4-Cl2C6H3O) and (R1, R3, R4 = H; R, R2 = Cl) where electronic effects seem more important. An in silico evaluation of the absorption, distribution, metabolism and excretion (ADME) for I (R, R2, R3, R4 = H; R1 = NO2), (R1, R2, R3, R4 = H; R = NO2), (R1, R2, R4 = H; R3 = Cl; R = 2,4-Cl2C6H3O) and (R1, R3, R4 = H; R, R2 = Cl) was made, indicating that the classic Lipinski’s rule of five applies in all cases. In the experiment, the researchers used m-Methoxyphenol(cas: 150-19-6Name: m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneName: m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Xu, Baijie; Liu, Zhihao; Xu, Qiaofei; Han, Xiao; Ma, Xinyi; Wang, Jiawei; Kannan, Thirumurthy; Ma, Pengtao; Wang, Jingping; Niu, Jingyang published an article in 2021. The article was titled 《Polyoxomolybdates as efficient catalysts for Knoevenagel condensation reaction of benzaldehyde and ethyl cyanoacetate under mild condition》, and you may find the article in Journal of Materials Science.Application In Synthesis of 2-Methoxybenzaldehyde The information in the text is summarized as follows:

The development of new heterogeneous catalysts for Knoevenagel condensation reaction is critical for practical applications. Herein, authors prepared three organophosphonate-functionalized polyoxomolybdates, Cs2Na9H9[{Co(H2O)4}(TeMo6O21)2{Co(OOCCH2NCH2PO3)2}3]·41H2O (1), Cs2Na8[H6{Co(H2O)4}3(SeMo6O21)2{Co(OOCCH2NCH2PO3)2}3]·31H2O (2) and Cs2Na9H3[H6{Ni(H2O)4}(SeMo6O21)2{Ni(OOCCH2NCH2PO3)2}3]·28H2O (3), which exhibit high catalytic activity for gram-scale Knoevenagel condensation of benzaldehyde with Et cyanoacetate. Especially, under the optimal conditions, compound 1 can achieve a satisfactory yield (98%) and show high TON value (1960), which is superior to that of compounds 2 and 3. Notably, the TON value is much higher than that of previously reported catalysts. Such high catalytic performance could be attributed to the co-existence of Lewis acid and Lewis base sites in catalysts. In addition, based on substrates screening and recyclability tests, 1 has exhibited broad catalytic generality and good recyclability. In the experiment, the researchers used many compounds, for example, 2-Methoxybenzaldehyde(cas: 135-02-4Application In Synthesis of 2-Methoxybenzaldehyde)

2-Methoxybenzaldehyde(cas: 135-02-4) is found in cassia oil, cinnamon bark, and cinnamon bark oil. It is a clear colorless liquid with a strong aroma. It has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae.Application In Synthesis of 2-Methoxybenzaldehyde

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hiba, K.; Sreekumar, K. published their research in Reactive & Functional Polymers in 2021. The article was titled 《Multi- arm dendronized polymer as a unimolecular micelle: Synthesis, characterization and application as organocatalyst in the synthesis of N-unsubstituted 1,2,3-triazoles》.Electric Literature of C8H8O2 The article contains the following contents:

The present work reports dendronized polymer based catalysis in which the dendritic cavity and surface functional groups are the reactive centers due to the formation of dendritic unimol. micelle in aqueous medium. First generation amine functionalized tris(hydroxymethyl)propane initiated polyepichlorohydrin cored dendronized polymer TMP-PECH-Amine-G1 was synthesized and properly characterized with different anal. techniques. High functional group capacity, thermal stability and good water solubility are the eye-catching features of the TMP-PECH-Amine-G1 catalyst. The catalytic activity of TMP-PECH-Amine-G1 was studied by synthesizing 4-aryl-1H-1,2,3-triazoles I (R = H, 3-Cl, 4-N(CH3)2, 3,4-(OMe)2, etc.) by one pot condensation reaction of aromatic aldehydes RCHO, nitromethane and sodium azide. The synthesized catalyst offered high yield of products with low catalyst loading in green reaction media without the presence of any external additives. The catalyst was regenerated for six cycles of reaction without substantial loss in activity. This is the first reported method where homogeneous amine functionalized dendronized polymer was used as an organo catalyst for the synthesis of 4-substituted triazoles I. In the part of experimental materials, we found many familiar compounds, such as 2-Methoxybenzaldehyde(cas: 135-02-4Electric Literature of C8H8O2)

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Electric Literature of C8H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hirata, Shuichi; Osako, Takao; Uozumi, Yasuhiro published their research in Helvetica Chimica Acta in 2021. The article was titled 《Palladium-Catalyzed Aminocarbonylation of Aryl Halides with N,N-Dialkylformamide Acetals》.Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal The article contains the following contents:

Herein, a protocol for the palladium-catalyzed aminocarbonylation of aryl halides using less-toxic formamide acetals as bench-stable aminocarbonyl sources under neutral conditions has been developed. Various aryl (including heteroaryl) halides reacted with N,N-dialkylformamide acetals in the presence of a catalytic amount of tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct and xantphos to give the corresponding aromatic carboxamides at 90-140°C without any activating agents or bases in up to quant. chem. yield. This protocol was applied to aryl bromides, aryl iodides and a triflate, as well as to relatively less-reactive aryl chlorides. A wide range of functionalities on the aromatic ring of the substrates was tolerated under the aminocarbonylation conditions. The catalytic aminocarbonylation was used to prepare the insect repellent N,N-diethyl-3-methylbenzamide as well as a synthetic intermediate of the dihydrofolate reductase inhibitor triazinate. The experimental process involved the reaction of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Recommanded Product: N,N-Dimethylformamide Dimethyl Acetal

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Jet-cooled rovibrational spectroscopy of methoxyphenols using two complementary FTIR and QCL based spectrometers》 were Asselin, P.; Bruckhuisen, J.; Roucou, A.; Goubet, M.; Martin-Drumel, M.-A.; Jabri, A.; Belkhodja, Y.; Soulard, P.; Georges, R.; Cuisset, A.. And the article was published in Journal of Chemical Physics in 2019. Safety of m-Methoxyphenol The author mentioned the following in the article:

Methoxyphenols (MPs) are a significant component of biomass burning emissions which mainly exists in our atm. in the gas phase where they contribute to the formation of secondary organic aerosols (SOAs). Rovibrational spectroscopy is a promising tool to monitor atm. MPs and infer their role in SOA formation. In this study, we bring a new perspective on the rovibrational anal. of MP isomers by taking advantage of two complementary devices combining jet-cooled environments and absorption spectroscopy: the Jet-AILES and the SPIRALES setups. Based on Q-branch frequency positions measured in the Jet-AILES Fourier-transform IR (FTIR) spectra and guided by quantum chem. calculations, we propose an extended vibrational and conformational anal. of the different MP isomers in their fingerprint region. Some modes such as far-IR out-of-plane -OH bending or mid-IR in-plane -CH bending allow us to assign individually all the stable conformers. Finally, using the SPIRALES setup with three different external cavity quantum cascade laser sources centered on the 930-990 cm-1 and the 1580-1690 cm-1 ranges, it was possible to proceed to the rovibrational anal. of the ν18 ring in-plane bending mode of the MP meta isomer providing a set of reliable excited state parameters, which confirms the correct assignment of two conformers. Interestingly, the observation of broad Q-branches without visible P- and R-branches in the region of the C-C ring stretching bands was interpreted as being probably due to a vibrational perturbation. These results highlight the complementarity of broadband FTIR and narrowband laser spectroscopic techniques to reveal the vibrational conformational signatures of atm. compounds over a large IR spectral range. (c) 2019 American Institute of Physics. The experimental process involved the reaction of m-Methoxyphenol(cas: 150-19-6Safety of m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneSafety of m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Kinetic and Theoretical Study of the Atmospheric Aqueous-Phase Reactions of OH Radicals with Methoxyphenolic Compounds》 were He, Lin; Schaefer, Thomas; Otto, Tobias; Kroflic, Ana; Herrmann, Hartmut. And the article was published in Journal of Physical Chemistry A in 2019. Name: m-Methoxyphenol The author mentioned the following in the article:

Methoxyphenols, which are emitted through biomass burning, are an important species in atm. chem. In the present study, temperature-dependent aqueous-phase OH radical reactions of six methoxyphenols and two related phenols have been investigated through laser flash photolysis and the d. functional theory. The rate constants obtained were in a range of (1.1-1.9) × 1010 L mol-1 s-1 with k(3-MC) > k(Cre) ≈ k(Syr) ≈ k(MEP) > k(Res) > k(3-MP) > k(2-EP) ≈ k(2-MP). We derived the parameters of these reactions from the obtained T-dependent rate constants and found a mean Arrhenius activation energy of 16.9 kJ mol-1. The diffusion rate constants were calculated for each case and compared to the measured ones. Generally, the rate constants are found to be close to fully diffusion-controlled (kdiff = (1.4-1.5) × 1010 L mol-1 s-1 for all reactions). A structure-function relationship was established through the measurement result, which could be used for predicting unknown rate constants of other phenolic compounds All of these findings are expected to enhance the predictive capabilities of models, such as the chem. aqueous-phase radical mechanism. In the part of experimental materials, we found many familiar compounds, such as m-Methoxyphenol(cas: 150-19-6Name: m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneName: m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Coordination Polymers as a Functional Material for the Selective Molecular Recognition of Nitroaromatics and ipso-Hydroxylation of Arylboronic Acids》 was written by Rani, Pooja; Husain, Ahmad; Bhasin, K. K.; Kumar, Girijesh. Safety of m-MethoxyphenolThis research focused onzinc cadmium pyridinylnaphthalenecarboxamide polymer preparation hydroxylation catalyst; fluorescent sensor zinc cadmium pyridinylnaphthalenecarboxamide polymer; crystal structure zinc cadmium pyridinylnaphthalenecarboxamide polymer; Coordination polymer; Fluorescence; Nitroaromatics; Quenching Efficiency; Sensing; ipso-Hydroxylation. The article conveys some information:

We report the synthesis and structural characterization of two coordination polymers (CPs), namely; [{Zn(L)(DMF)4} · 2BF4]α (1) and [{Cd(L)2(Cl)2} · 2H2O]α (2) (where L=N2,N6-di(pyridin-4-yl)naphthalene-2,6-dicarboxamide). Crystal packing of 1 reveals the existence of channels running along the b- and c-axis filled by the ligated DMF and lattice anions, resp. Whereas, crystal packing of 2 reveals that the metallacycles of each 1D chain are intercalating into the groove of adjacent metallacycles resulting in the stacking of 1D loop-chains to form a sheet-like architecture. In addition, both 1 and 2 were exploited as multifunctional materials for the detection of nitroarom. compounds (NACs) as well as a catalyst in the ipso-hydroxylation of aryl/heteroarylboronic acids. Remarkably, 1 and 2 showed high fluorescence stability in an aqueous medium and displayed a maximum 88% and 97% quenching efficiency for 4-NPH, resp. among all the investigated NACs. The mechanistic investigation of NACs recognition suggested that the fluorescence quenching occurred via electron as well as energy transfer process. Furthermore, the ipso-hydroxylation of aryl/heteroarylboronic acids in presence of 1 and 2 gave up to 99% desired product yield within 15 min in our established protocol. In both cases, 1 and 2 are recyclable upto five cycles without any significant loss in their efficiency.m-Methoxyphenol(cas: 150-19-6Safety of m-Methoxyphenol) was used in this study.

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Safety of m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem