Tag: 200-300

Exploring a cascade Heck-Suzuki reaction based route to kinase inhibitors using design of experiments was written by Ekebergh, Andreas;Lingblom, Christine;Sandin, Peter;Wenneraas, Christine;Maartensson, Jerker. And the article was included in Organic & Biomolecular Chemistry in 2015.Category: ethers-buliding-blocks This article mentions the following:

Design of Experiments (DoE) was used to optimize a diversity oriented palladium catalyzed cascade Heck-Suzuki reaction for the construction of 3-alkenyl substituted cyclopenta[b]indole compounds The obtained DoE model revealed a reaction highly dependent on the ligand. Guided by the model, an optimal ligand was chosen that selectively delivered the desired products in high yields. The conditions were applicable with a variety of boronic acids and were used to synthesize a library of 3-alkenyl derivatized compounds Focusing on inhibition of kinases relevant for combating melanoma, the library was used in an initial structure-activity survey. In line with the observed kinase inhibition, cellular studies revealed one of the more promising derivatives to inhibit cell proliferation via an apoptotic mechanism. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Category: ethers-buliding-blocks).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Category: ethers-buliding-blocks

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

pH-dependent complexation between pyridinyl-azacrown ether and amino-porphyrin was written by Shin, Kyung-ha;Shin, Eun Ju. And the article was included in Bulletin of the Korean Chemical Society in 2009.Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Change of mode for the complex formation between amino-functionalized porphyrin ZnTTP-NH₂ and pyridine-appended crown ether AzC-Py in the absence and presence of CF₃COOH were investigated using absorption and fluorescence spectroscopy. To observe dual mode for complexation controlled by pH, axial coordination of pyridine ligand on zinc porphyrin and host-guest complexation between azacrown ether and ammonium cation was chosen. According to this respect, amino-functionalized porphyrin ZnTTP-NH₂ and pyridine-appended crown ether AzC-Py were prepared In normal condition, pyridine moiety of AzC-Py coordinates axially on ZnTTP-NH₂. With addition of AzC-Py, absorption and fluorescence spectra of ZnTTP-NH₂ were greatly red-shifted and fluorescence intensity of ZnTTP-NH₂ was remarkably increased. However, in acidic condition, ZnTTP-NH₃⁺ was formed by the protonation of ZnTTP-NH₂. Therefore, ammonium ion moiety of ZnTTP-NH₃⁺ binds into azacrown ether cavity of AzC-Py, but axial coordination of pyridine appended crown ether on zinc porphyrin does not take place. In acidic condition, absorption and fluorescence spectra of ZnTTP-NH₂ were only slightly changed with addition of AzC-Py. This shows the pH-controllable dual-mode complexation between zinc porphyrin and azacrown ether. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers 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.Recommanded Product: 1,4,7,10-Tetraoxa-13-azacyclopentadecane

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

Characterization of the chemical differences between solvent extracts from Pu-erh tea and Dian Hong black tea by CP-Py-GC/MS was written by Gong, Jia-shun;Tang, Chao;Peng, Chun-xiu. And the article was included in Journal of Analytical and Applied Pyrolysis in 2012.Recommanded Product: 20324-33-8 This article mentions the following:

Solvent extracts from a type of Pu-erh tea and Dian Hong black tea were characterized by Curie-point pyrolysis-gas chromatog.-mass spectroscopy (CP-Py-GC/MS). The ethyl-acetate extracts from both teas showed similar CP-Py-GC/MS results, with main pyrolytic products of carbon dioxide, caffeine, o-phenols, and phthalate esters. During pyrolysis, the n-butanol extract from Pu-erh tea formed carbon dioxide (38.92% of total pyrolytic products), alkaloids (49.7%), and nitrogen oxides (8.38%), as well as a small fraction of esters. The n-butanol extract from Dian Hong tea formed mainly alcs., amines, esters, phenols, carboxylic acids, and alkaloids. The raw theabrownin extracts (ethanol precipitates) from the two teas produced substantially different CP-Py-GC/MS results. The raw theabrownin extract from Pu-erh tea formed mostly carbon dioxide during pyrolysis, whereas the counterpart extract from Dian Hong tea formed mainly carbon dioxide (48.23%) and nitrogen oxides (35.39%). The 3.5-100 kDa fractions separated from the theabrownin extracts of the two teas showed similar CP-Py-GC/MS results, whereas the fractions <3.5 kDa and >100 kDa formed substantially different pyrolytic products. These results showed that solvent extracts from Pu-erh tea and Dian Hong tea had substantially different chem. compositions and structures. The study suggested that CP-Py-GC/MS can be used to effectively identify chem. differences between tea extracts In the experiment, the researchers used many compounds, for example, 1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8Recommanded Product: 20324-33-8).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Recommanded Product: 20324-33-8

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

Facile synthesis of TEG-substituted 4-(N-methyl-N-Boc-amino)styrylpyridine and PET imaging agent [F]florbetapir ([F]AV-45) was written by Yao, Tuo;Li, Zhi. And the article was included in Synthetic Communications in 2018.Recommanded Product: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol This article mentions the following:

Triethylene glycol-substituted 4-(N-methyl-N-Boc-amino)styrylpyridine, which can serve as key precursor for many monodentate and multidentate imaging agents for Aβ plaques in human brain, has been readily synthesized with cost-effective starting materials. The important non-radioactive monodentate positron emission tomog. agent [F]florbetapir ([F]AV-45) has also been prepared by this new method. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Recommanded Product: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol).

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Recommanded Product: 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

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

The amide C-N bond of isatins as the directing group and the internal oxidant in Ru-catalyzed C-H activation and annulation reactions: access to 8-amido isocoumarins was written by Kaishap, Partha Pratim;Sarma, Bipul;Gogoi, Sanjib. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene This article mentions the following:

The use of the amide C-N bond of isatins as the oxidizing directing group for the Ru(II)-catalyzed redox-neutral C-H activation and annulation reactions with alkynes which afford 8-amido isocoumarins were reported. The reaction also featureed excellent regioselectivity with alkyl aryl substituted alkynes. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene).

1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers 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.Application In Synthesis of 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene

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

A simple and efficient procedure for the synthesis of ketone di-sec-alkyl acetals was written by Ono, Fumiaki;Takenaka, Hirotaka;Eguchi, Yuko;Endo, Masato;Sato, Tsuneo. And the article was included in Synlett in 2009.SDS of cas: 1132-95-2 This article mentions the following:

Ketone di-sec-alkyl acetals were obtained in good to excellent yields by treatment of ketones with tri-sec-alkyl orthoformate and the corresponding alc. in the presence of a catalytic amount of cerium(III) trifluoromethanesulfonate. In the experiment, the researchers used many compounds, for example, 1,1-Diisopropoxycyclohexane (cas: 1132-95-2SDS of cas: 1132-95-2).

1,1-Diisopropoxycyclohexane (cas: 1132-95-2) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.SDS of cas: 1132-95-2

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

Synthesis of a New Diaazacrown Ether Compound Interconnected with an Azacrown Ether and Decorated with a Long Lipophilic Chain was written by Dhainaut, Jeremy;Chappaz, Alban;Bernard, Didier;Chaumeil, Helene;Daou, T. Jean;Defoin, Albert;Rouleau, Loic;Bats, Nicolas;Harbuzaru, Bogdan;Patarin, Joel. And the article was included in Synthetic Communications in 2014.Computed Properties of C10H21NO4 This article mentions the following:

The synthesis of an original compound consisting of an azacrown ether interconnected with a diazacrown ether bearing an alkyl chain is described herein. This derivative is promising for numerous applications. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Computed Properties of C10H21NO4).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Computed Properties of C10H21NO4

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

Study on heat release behavior of Cunninghamia lanceolata biomass by TD-GC-MS was written by Ma, Qing-zhi;Zhang, Dang-quan;Liu, Qi-mei;Peng, Wan-xi. And the article was included in Advanced Materials Research (Zuerich, Switzerland) in 2010.Category: ethers-buliding-blocks This article mentions the following:

Cunninghamia lanceolata has been the dominated species of plantation forest in South China. And thermoplasticization can decreases the hydroscopicity to increase the addnl. value of Cunninghamia lanceolata biomass. However, many heat release volatiles would produce air pollution during thermoplasticization process. Therefore, the heat release behavior of Cunninghamia lanceolata biomass was studied by TD-GC/MS to make full use of and prevent the pollution of the volatile materials. The main constituents were cedrol(34.34%), phenol, 2,4-bis(1,1-dimethylethyl)(11.49%), acetic acid(6.83%), carbon disulfide(3.1%), etc at 150°C. And the main constituents were acetic acid(20.22%), cedrol(17.20%), 1h-3a,7-methanoazulene, 2,3,4,7,8, 8a-hexahydro-3,6,8,8-tetramethyl-(3.58%), benzofuran, 2,3-dihydro-(3.26%), etc at 180°C. The heat release volatiles of Cunninghamia lanceolata biomass might be used as raw materials of bioenergy, rare biomedicines, and so on. Particularly, the volatiles had good application prospects and popularized value in purification of cedrol and acetic acid. In the experiment, the researchers used many compounds, for example, 1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8Category: ethers-buliding-blocks).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Category: ethers-buliding-blocks

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

Nitrogen derivatives of 2,3,6,7-tetramethoxy-9-methylfluorene was written by Matarasso-Tchiroukhine, E.. And the article was included in Compt. rend. in 1959.Safety of 4-(2,2-Diethoxyethyl)morpholine This article mentions the following:

Heterocyclic bases, morpholine and piperidine, in excess (25 mL.), refluxed (1 h.) with 2,3,6,7-tetramethoxy-9-(bromomethyl)fluorene (I) yield, resp., 2,3,6,7-tetramethoxy-9-(morpholinomethyl)fluorene (II) and 2,3,6,7-tetramethoxy – 9 – (piperidinomethyl)fluorene (III); this reaction is shown to proceed in 2 steps: (1) the base dehydrobrominates I to 2,3,6,7-tetramethoxy-9-[methylene]fluorene (IV), (2) the amine in excess adds on the methylenic double bond of IV, as confirmed, by the action of morpholine and piperidine with IV to give II and III. To prove their structure II and III are also synthesized by condensing, resp., di-Et ω-morpholinoacetal (V) and di-Et ω-piperidinoacetal (VI) with 3,4,3′,4′-tetramethoxybiphenyl, in the cold, in AcOH-H₂SO₄. V and VI are prepared from morpholine and piperidine with BrCH₂CH(OEt)₂. The compounds obtained, their characteristics and yields are: II, silky white needles (C₆H₆), m. 214-15°, picrate, orange-red needles (EtOH), m. 232° (decomposition), III, prismatic needles (MeOH), m. 169°, 60-80%; picrate, prismatic red needles (MeOH), crystallizes with 2 mols. MeOH, m. 155°; V, b₁₆ 123-4°, n^D₂₀ 1.444, 73%; picrate, yellow needles (MeOH), m. 130-1°. VI, light yellow liquid, b₁₆ 102-4°, 50%; picrate, yellow prisms (aqueous MeOH), m. 68-9°. II and III refluxed with MeI in absolute EtOH (a large excess (20 mL.) of MeI and 17 h. refluxing are necessary in the case of III, 2 g.) give the corresponding quaternary ammonium salts, white crystals (EtOH), C₂₃H₃₀O₅NI (VII), m. 245°; C₂₄H₃₂O₄NI (VIII), decompose in the heat to IV, m. 237-8°; VII and VIII with picric acid in EtOH yield red picrates, crystallizing with 1 mL. H₂O, m. with decomposition and m. 207°, resp. In the experiment, the researchers used many compounds, for example, 4-(2,2-Diethoxyethyl)morpholine (cas: 3616-59-9Safety of 4-(2,2-Diethoxyethyl)morpholine).

4-(2,2-Diethoxyethyl)morpholine (cas: 3616-59-9) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Safety of 4-(2,2-Diethoxyethyl)morpholine

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

Identification and characterization of five new classes of chlorogenic acids in burdock (Arctium lappa L.) roots by liquid chromatography/tandem mass spectrometry was written by Jaiswal, Rakesh;Kuhnert, Nikolai. And the article was included in Food & Function in 2011.HPLC of Formula: 6972-61-8 This article mentions the following:

Burdock (Arcticum lappa L.) roots are used in folk medicine and also as a vegetable in Asian countries especially Japan, Korea, and Thailand. We have used LC-MSⁿ (n = 2-4) to detect and characterize in burdock roots 15 quant. minor fumaric, succinic, and malic acid-containing chlorogenic acids, 11 of them not previously reported in nature. These comprise 3-succinoyl-4,5-dicaffeoyl or 1-succinoyl-3,4-dicaffeoylquinic acid, 1,5-dicaffeoyl-3-succinoylquinic acid, 1,5-dicaffeoyl-4-succinoylquinic acid, and 3,4-dicaffeoyl-5-succinoylquinic acid (M_r 616); 1,3-dicaffeoyl-5-fumaroylquinic acid and 1,5-dicaffeoyl-4-fumaroylquinic acid (M_r 614); 1,5-dicaffeoyl-3-maloylquinic acid, 1,4-dicaffeoyl-3-maloylquinic acid, and 1,5-dicaffeoyl-4-maloylquinic acid (M_r 632); 1,3,5-tricaffeoyl-4-succinoylquinic acid (M_r 778); 1,5-dicaffeoyl-3,4-disuccinoylquinic acid (M_r 716); 1,5-dicaffeoyl-3-fumaroyl-4-succinoylquinic acid and 1-fumaroyl-3,5-dicaffeoyl-4-succinoylquinic acid (M_r 714); dicaffeoyl-dimaloylquinic acid (M_r 748); and 1,5-dicaffeoyl-3-succinoyl-4-dimaloylquinic acid (M_r 732). All the structures have been assigned on the basis of LC-MSⁿ patterns of fragmentation, relative hydrophobicity, and analogy of fragmentation patterns if compared to caffeoylquinic acids. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8HPLC of Formula: 6972-61-8).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.HPLC of Formula: 6972-61-8

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