Tag: 100-200

《General Asymmetric Synthetic Strategy for the α-Alkylated 2,5,6-Trisubstituted Pyran of Indanomycin and Related Natural Products》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Padma, Ravishetty; Srinivas, Beduru; Yadav, Jhillu S.; Mohapatra, Debendra K.. Application In Synthesis of 2-(Benzyloxy)acetaldehyde The article mentions the following:

A general synthetic strategy for convergent asym. synthesis of C1-C10 fragment I of tetraene-containing natural product indanomycin was achieved starting from 2-(benzyloxy)acetaldehyde which in turn was obtained from very inexpensive material cis-1,4-butene-diol. Key steps include Evans’ aldol reaction, HWE olefination, iodine-catalyzed tandem isomerization followed by C-O and C-C bond formation similar to our earlier report in constructing the trans-2,6-disubstituted dihydropyran ring and Evans’ asym. alkylation. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Application In Synthesis of 2-(Benzyloxy)acetaldehyde) 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.Application In Synthesis of 2-(Benzyloxy)acetaldehyde

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

In 2019,European Journal of Organic Chemistry included an article by Elinson, Michail N.; Vereshchagin, Anatoly N.; Anisina, Yuliya E.; Fakhrutdinov, Artem N.; Goloveshkin, Alexander S.; Egorov, Mikhail P.. Application of 673-22-3. The article was titled 《Pot-, Atom- and Step-Economic (PASE) Multicomponent Approach to the 5-(Dialkylphosphonate)-Substituted 2,4-Diamino-5H-chromeno[2,3-b]pyridine Scaffold》. The information in the text is summarized as follows:

A new multicomponent reaction is reported: the one-pot transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile (malononitrile dimer), and trialkylphosphites results in the efficient formation of (2,4-diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)phosphonates. The scope of this one-pot reaction was investigated. The isolation of substituted phosphonates is very easy. The optimized reaction conditions and a mechanistic rationale for the complex multicomponent transformation are presented. This facile PASE approach offers a powerful tool for the selective formation of new types of functionalized 5-P-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffolds containing the phosphonate fragment, which are promising compounds for various biomedical applications, among them the treatment of human inflammatory diseases and cancer therapy. After reading the article, we found that the author used 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Application of 673-22-3)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is employed in the synthesis of Schiff base ligand. It is applied as a reactant in the synthesis of LPA1R antagonists used in the inhibition of LPA-induced proliferation and contraction of normal human lung fibroblasts. Also used in the synthesis of tyrosine kinase 6 proteinase inhibitors.Application of 673-22-3

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

In 2014,Angewandte Chemie, International Edition included an article by Wang, Fengyan; Liu, Zhang; Wang, Bing; Feng, Liheng; Liu, Libing; Lv, Fengting; Wang, Yilin; Wang, Shu. Safety of 1,4-Diethynyl-2,5-dimethoxybenzene. The article was titled 《Multi-Colored Fibers by Self-Assembly of DNA, Histone Proteins, and Cationic Conjugated Polymers》. The information in the text is summarized as follows:

The development of biomol. fiber materials with imaging ability has become more and more useful for biol. applications. Cationic conjugated polymers (CCPs) were used to construct inherent fluorescent microfibers with natural biol. macromols. (DNA and histone proteins) through the interfacial polyelectrolyte complexation (IPC) procedure. Isothermal titration microcalorimetry results show that the driving forces for fiber formation are electrostatic and hydrophobic interactions, as well as the release of counterions and bound water mols. Color-encoded IPC fibers were also obtained based on the co-assembly of DNA, histone proteins, and blue-, green-, or red- (RGB-) emissive CCPs by tuning the fluorescence resonance energy-transfer among the CCPs at a single excitation wavelength. The fibers could encapsulate GFP-coded Escherichia coli BL21, and the expression of GFP proteins was successfully regulated by the external environment of the fibers. These multi-colored fibers show a great potential in biomedical applications, such as biosensor, delivery, and release of biol. mols. and tissue engineering. The experimental process involved the reaction of 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Safety of 1,4-Diethynyl-2,5-dimethoxybenzene)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Safety of 1,4-Diethynyl-2,5-dimethoxybenzene

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

Herdman, Christine A.; Devkota, Laxman; Lin, Chen-Ming; Niu, Haichan; Strecker, Tracy E.; Lopez, Ramona; Liu, Li; George, Clinton S.; Tanpure, Rajendra P.; Hamel, Ernest; Chaplin, David J.; Mason, Ralph P.; Trawick, Mary Lynn; Pinney, Kevin G. published their research in Bioorganic & Medicinal Chemistry on December 15 ,2015. The article was titled 《Structural interrogation of benzosuberene-based inhibitors of tubulin polymerization》.Related Products of 33797-34-1 The article contains the following contents:

The discovery of 3-methoxy-9-(3′,4′,5′-trimethoxyphenyl)-6,7-dihydro-5H-benzo[7]annulen-4-ol (a benzosuberene-based analog referred to as KGP18) was originally inspired by the natural products colchicine and combretastatin A-4 (CA4). The relative structural simplicity and ease of synthesis of KGP18, coupled with its potent biol. activity as an inhibitor of tubulin polymerization and its cytotoxicity (in vitro) against human cancer cell lines, has resulted in studies focused on new analog design and synthesis. The goal was to probe the relationship of structure to function in this class of anticancer agents. A series of twenty-two new benzosuberene-based analogs of KGP18 was designed and synthesized. These compounds vary in their methoxylation pattern and sep. incorporate trifluoromethyl groups around the pendant aryl ring for the evaluation of the effect of functional group modifications on the fused six-membered aromatic ring. In addition, the 8,9-saturated congener of KGP18 has been synthesized to assess the necessity of unsaturation at the carbon atom bearing the pendant aryl ring. Six of the mols. from this benzosuberene-series of compounds were active (IC50 < 5 μM) as inhibitors of tubulin polymerization while four analogs were comparable (IC50 approx. 1 μM) in their tubulin inhibitory activity to CA4 and KGP18. The potency of a bis-trifluoromethyl analog I and the unsaturated KGP18 derivative II as inhibitors of tubulin assembly along with their moderate cytotoxicity suggested the potential utility of these compounds as vascular disrupting agents (VDAs) to selectively target microvessels feeding tumors. Accordingly, water-soluble and DMSO-soluble phosphate prodrug salts of each were synthesized for preliminary in vivo studies to assess their potential efficacy as VDAs. In the part of experimental materials, we found many familiar compounds, such as (3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1Related Products of 33797-34-1)

(3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. Related Products of 33797-34-1 The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.

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

SDS of cas: 74029-40-6On November 5, 2021 ,《Butterfly-Like Triarylamines with High Hole Mobility and On/Off Ratio in Bottom-Gated OFETs》 appeared in Chemistry – A European Journal. The author of the article were Devibala, Panneerselvam; Balambiga, Balu; Mohamed Imran, Predhanekar; Bhuvanesh, Nattamai S. P.; Nagarajan, Samuthira. The article conveys some information:

Highly π-extended butterfly-shaped triarylamine dyads with aryleneethynylene spacer were constructed using an efficient synthetic route. These aryleneethynylene-bridged dyads were highly fluorescent and exhibited high HOMO levels, and low bandgaps, which are suitable for high-performance p-type OFETs. The field-effect transistors were fabricated through a solution-processable method and exhibited promising p-type performance with field-effect mobility up to 4.3 cm2/Vs and high Ion/off of 108 under ambient conditions. In the part of experimental materials, we found many familiar compounds, such as 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6SDS of cas: 74029-40-6)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. SDS of cas: 74029-40-6

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

Electric Literature of C12H10O2On November 28, 2012 ,《Trimethylsilyl-Terminated Oligo(phenylene ethynylene)s: An Approach to Single-Molecule Junctions with Covalent Au-C σ-Bonds》 appeared in Journal of the American Chemical Society. The author of the article were Hong, Wenjing; Li, Hui; Liu, Shi-Xia; Fu, Yongchun; Li, Jianfeng; Kaliginedi, Veerabhadrarao; Decurtins, Silvio; Wandlowski, Thomas. The article conveys some information:

A new and efficient approach using cleaving of trimethylsilyl groups to create covalent Au-C anchoring sites was developed for single-mol. junction conductance measurements. Employing the mech. controllable break junction (MCBJ) technique in liquid, the authors demonstrate the formation of highly conducting single mol. junctions of several OPE derivatives The created junctions are mech. stable and exhibit conductances around one order of magnitude higher than those of their dithiol analogs. Extended assembly and reaction times lead to oligomerization. Combined STM imaging and gap-mode Raman experiments provide structure evidence to support the formation of covalent Au-C contacts and further oligomerization. The experimental process involved the reaction of 1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6Electric Literature of C12H10O2)

1,4-Diethynyl-2,5-dimethoxybenzene(cas: 74029-40-6) belongs to ethers.Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly. Electric Literature of C12H10O2

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

《Cleavage of ether, ester, and tosylate C(sp3)-O bonds by an iridium complex, initiated by oxidative addition of C-H bonds. Experimental and computational studies》 was written by Kundu, Sabuj; Choi, Jongwook; Wang, David Y.; Choliy, Yuriy; Emge, Thomas J.; Krogh-Jespersen, Karsten; Goldman, Alan S.. Application of 203245-16-3 And the article was included in Journal of the American Chemical Society on April 3 ,2013. The article conveys some information:

A pincer-ligated iridium complex, [(PCP)Ir] (1, PCP = κ3-C6H3-2,6-[CH2P(tBu)2]2), is found to undergo oxidative addition of C(sp3)-O bonds of Me esters (MeO2CR’), Me tosylate (MeOTs), and certain electron-poor Me aryl ethers (MeOAr). DFT calculations and mechanistic studies indicate that the reactions proceed via oxidative addition of C-H bonds followed by oxygenate migration, rather than by direct C-O addition Thus, Me aryl ethers react via addition of the methoxy C-H bond, followed by α-aryloxide migration to give cis-[(PCP)Ir(H)(CH2)(OAr)], followed by iridium-to-methylidene hydride migration to give [(PCP)Ir(Me)(OAr)]. Me acetate undergoes C-H bond addition at the carbomethoxy group to give [(PCP)Ir(H)[κ2-CH2OC(O)Me]] which then affords [(PCP-CH2)Ir(H)(κ2-O2CMe)] (6-Me) in which the methoxy C-O bond has been cleaved, and the methylene derived from the methoxy group has migrated into the PCP Cipso-Ir bond. Thermolysis of 6-Me ultimately gives [(PCP)Ir(CH3)(κ2-O2CR)], the net product of methoxy group C-O oxidative addition Reaction of [(PCP)Ir] with species of the type ROAr, RO2CMe or ROTs, where R possesses β-C-H bonds (e.g., R = Et or isopropyl), results in formation of [(PCP)Ir(H)(OAr)], [(PCP)Ir(H)(O2CMe)], or [(PCP)Ir(H)(OTs)], resp., along with the corresponding olefin or [(PCP)Ir(olefin)] complex. Like the C-O bond oxidative additions, these reactions also proceed via initial activation of a C-H bond; in this case, C-H addition at the β-position is followed by β-migration of the aryloxide, carboxylate, or tosylate group. Calculations indicate that the β-migration of the carboxylate group proceeds via an unusual six-membered cyclic transition state in which the alkoxy C-O bond is cleaved with no direct participation by the iridium center. In the experiment, the researchers used 1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3Application of 203245-16-3)

1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Application of 203245-16-3

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

《A click chemistry approach for the synthesis of cyclic ureido tethered coumarinyl and 1-aza coumarinyl 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis H37Rv and their in silico studies》 was written by Khanapurmath, Netravati; Kulkarni, Manohar V.; Joshi, Shrinivas D.; Anil Kumar, G. N.. Application of 150-19-6This research focused ontriazole preparation SAR mol docking antitubercular activity; 4-(Azidomethyl)-2H-chromen-2-ones/quinolin-2(1H)-ones; Click triazole; Mycobacterium tuberculosis H37Rv; Surflex-Dock algorithm. The article conveys some information:

Nucleoside bases like uracil, pharmacophoric triazoles and benzimidazolones have been used during the present study to design mol. matrixes for antitubercular activity, employing Click Chem. Click triazoles I (R = H, 6-Me, 6-OMe, 5,7-di-Me; X = O, NH), II (R = H, 6-Me, 6-OMe, 7-Me, 5,7-di-Me; X = O, NH), and III (R = H, 7-OMe, 6-Cl, 8-Me, etc.; X = O, NH) have been obtained by the reaction of 4-(azidomethyl)-2H-chromen-2-ones/quinolin-2(1H)-ones and propargyl ethers derived from theophylline/6-Me uracil/2-benzimidazolone resp. In addition to spectral data structures have been confirmed by single crystal X-ray diffraction studies in case of 6-methyl-1,3-di-prop-2-ynyl-1H-pyrimidine-2,4-dione and theophylline mono triazole I (R = 5,7-dimethyl). Theophylline linked mono triazoles, I and 6-Me uracil linked bis triazoles, II have been found to inhibit Mycobacterium tuberculosis H37Rv with MIC values in the range 55.62-115.62μM. Benzimidazolone bis triazoles, III showed better activity with MIC in the range 2.33-18.34μM. Mol. modeling studies using Surflex-Dock algorithm supported the results. In addition to this study using m-Methoxyphenol, there are many other studies that have used m-Methoxyphenol(cas: 150-19-6Application of 150-19-6) 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.Application of 150-19-6

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

Quality Control of 2-(Benzyloxy)acetaldehydeIn 2020 ,《Ruthenium-Catalyzed Intermolecular Coupling of Vinylic 1,2-Bisboronates with Alkynes: Stereoselective Access to Boryl-Substituted Homoallylic Alcohols》 was published in Journal of the American Chemical Society. The article was written by Trost, Barry M.; Zhang, Guoting. The article contains the following contents:

The ruthenium catalytic addition of alkenes to alkynes has been demonstrated as a powerful synthetic tool to form diene motifs and widely applied in the synthesis of complex mols. However, except for the intramol. coupling, trisubstituted alkenes are unsatisfactory coupling partners with alkynes, presumably due to the increased steric hindrance. Herein, it is discovered that substituted vinyl 1,2-bisboronate derivatives can serve as the trisubstituted alkene equivalent to couple with alkynes, generating various boryl-substituted homoallylic alc. motifs with good stereoselectivity through the sequential allylboration with aldehydes. In contrast to carbon substituents on the double bond, boron substituents accelerate the alkyne coupling. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

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

COA of Formula: C8H8O2In 2019 ,《Development of novel pyrazolones by using SiO2/ZnCl2 – green approach》 appeared in Journal of Chemical Sciences (Berlin, Germany). The author of the article were Neelima, G.; Lakshmi, K.; Sesha Maheswaramma, K.. The article conveys some information:

An efficient and green synthesis of substituted pyrazolone derivatives I [R = 2-MeO, 4-Cl, 3,4-di-MeO, etc.] was developed from 2,4-dinitrophenylhydrazine with aromatic aldehydes and Et acetoacetate in presence of silica-supported zinc chloride (SiO2/ZnCl2) as a recyclable Lewis acid catalyst. All the compounds I were tested for their antioxidant activity by using DPPH radical scavenging method. The results came from multiple reactions, including the reaction of 2-Methoxybenzaldehyde(cas: 135-02-4COA of Formula: C8H8O2)

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.COA of Formula: C8H8O2

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