Archives for Chemistry Experiments of 4971-56-6

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ONE-POT SYNTHESIS OF SOME FUSED PYRAN-2-ONES

A one-pot synthesis of different fused pyran-2-ones starting from some less commonly used activated methylene compounds (cyclic lactones, a thiolactone and a lactam), one-carbon sources and N-acylglycines in acetic anhydride is described.

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Tetrahydrofuran – Wikipedia,
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Experimental IR and Raman spectra and quantum chemical studies of molecular structures, conformers and vibrational characteristics of l-ascorbic acid and its anion and cation

IR and spectra of the l-ascorbic acid (l-AA) also known as vitamin C have been recorded in the region 4000-50 cm-1. In order to make vibrational assignments of the observed IR and Raman bands computations were carried out by employing the RHF and DFT methods to calculate the molecular geometries and harmonic vibrational frequencies along with other related parameters for the neutral l-AA and its singly charged anionic (l-AA -) and cationic (l-AA+) species. Significant changes have been found for different characteristics of a number of vibrational modes. The four nu(O-H) modes of the l-AA molecule are found in the order nu(O 9-H10) > nu(O19-H20) > nu(O7-H8) > nu(O14-H15) which could be due to complexity of hydrogen bonding in the lactone ring and the side chain. The CO stretching wavenumber (nu46) decreases by 151 cm-1 in going from the neutral to the anionic species whereas it increases by 151 cm-1 in going from the anionic to the cationic species. The anionic radicals have less kinetic stabilities and high chemical reactivity as compared to the neutral molecule. It is found that the cationic radical of l-AA is kinetically least stable and chemically most reactive as compared to its neutral and anionic species.

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Tetrahydrofuran – Wikipedia,
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Pesticide residues in chicken eggs – a sample preparationmethodology for analysis by gas and liquid chromatography/tandemmass spectrometry

A sample preparation method was developed for the analysis of chicken eggs to determine 97 GC and81 LC amenable residues, including organophosphates, organochlorines, pyrethroids, triazoles, carboxyl-containing compounds, and the indicator PCBs. Hereby, considerations were given to the recoveries ofthe analytes, the method’s suitability for routine analysis, and the assessment of the clean-up effect,for which a simple thin layer chromatography was implemented to visualize the most important lipidclasses.The procedure consisted of (I) the extraction by matrix solid phase dispersion, and the clean-up bymeans of (II) small-scale gel permeation chromatography (GPC) and (III) two different solid phase extrac-tions (SPE) for GC and LC amenable analytes, as well as (IV) the quantification using GC-MS/MS andLC-MS/MS. Cyclohexane/ethyl acetate was chosen as extraction solvent due to its suitability for extract-ing strong non-polar but also more polar analytes. The classical GPC was scaled down to ensure a 50%lower solvent consumption. The comprehensive investigation of conventional and modern zirconium-oxide-coated SPE materials resulted in the selection of octadecyl-modified silica (C18) combined withprimary secondary amine using acetonitrile as elution solvent for GC amenable analytes and pure C18 incombination with acidified methanol for LC amenable pesticides.Compared to the currently established EN 1528 method the sample preparation proposed offered ahigher sample throughput and a lower solvent consumption. Furthermore, for the first time the clean-up effectiveness of the sample preparation steps was documented as shown by means of thin-layerchromatography.The validation of chicken eggs proved the fulfillment of the quality control criteria for 164 of the 178 analytes tested, mostly at the lowest validated level of 5mug/kg for pesticides and 0.5mug/kg for the singleindicator PCBs. However, the analysis of strongly polar analytes was still problematic, which could beattributed to the extraction and the GPC step. Nevertheless, the successful investigation of EU proficiencytest materials (EUPT AO 07-09) confirmed the comparability of the results with the currently establishedsample preparation procedures and demonstrated the potential of the applicability of the presentedmethod to other matrices as exemplified for lean poultry meat and fatty liquid cream.

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Tetrahydrofuran – Wikipedia,
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Synthesis and comparative evaluation of 4-oxa- and 4-aza-podophyllotoxins as antiproliferative microtubule destabilizing agents

A series of novel 4-oxa-podophyllotoxin derivatives 7 featuring the intact lactone ring D and various substituents in rings B and E has been synthesized and evaluated in a phenotypic sea urchin embryo assay along with the representative 4-aza-analogs 5 for their antimitotic and microtubule destabilizing activity. The most active compounds exhibited myristicin-derived or a 3?,5?-dimethoxy substitution pattern in the ring E and a 6-methoxy moiety replacing the methylenedioxy ring A. Compounds 5xb, 5xe, 5yb, 7xa, 7xb, and 7xc showed potent antiproliferative effects in the NCI60 cytotoxicity screen. Notably, growth of the multi-drug resistant NCI/ADR-RES cells was more affected by these agents than the parent OVCAR-8 cell line. Although generally 4-oxa-podophyllotoxins were less potent than the respective 4-aza-derivatives in these assays, stability of the former series towards oxidation may prove to be of interest for the development of anticancer agents with in vivo activity.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Structural simplification of bioactive natural products with multicomponent synthesis: Dihydropyridopyrazole analogues of podophyllotoxin

A three-component condensation of 5-amino-3-methylpyrazole, tetronic acid, and various aromatic, heteroaromatic, and aliphatic aldehydes leads to the formation of dihydropyridopyrazole analogues of a cytotoxic lignan podophyllotoxin. This new heterocyclic scaffold-based library allows a drastic reduction of the structural complexity of the natural product with the retention of its potent cytotoxic properties. Similarly to podophyllotoxin, the presented analogues induce apoptosis in Jurkat cells.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Clay Catalysis: Dry Condensation of Tetronic Acid with Aldehydes under Microwave Irradiation. Synthesis of 3-(Arylmethylene)-2,4-(3H,5H)furandiones

2,4(3H,5H) Furandione (1) and arylcarboxyaldehydes (2) were condensated to 3-(arylmethylene)-2,4-(3H,5H) furandione (3) in presence of acidic clay KSF without solvent under microwave irradiation, or in ethanol at room temperature for sensitive and reactive aldehydes (2c,2g,2h).

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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In heterogeneous catalysis, the catalyst is in a different phase from the reactants. Safety of Furan-2,4(3H,5H)-dione, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 4971-56-6, name is Furan-2,4(3H,5H)-dione. In an article£¬Which mentioned a new discovery about 4971-56-6

Syntheses of xanthofulvin and vinaxanthone, natural products enabling spinal cord regeneration

Growth promoting: The first synthesis of the natural product xanthofulvin (SM-216289) has resolved issues regarding its structural assignment and that described for the natural product 411J. The structurally and biologically related natural product vinaxanthone was similarly prepared through a novel dimerization reaction. Treatment of C. elegans with synthetic xanthofulvin and vinaxanthone enhanced axonal branching.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Synthesis of a new class of tetronic acid derivatives: A one-pot three-component condensation reaction between isoquinoline or pyridine and dialkyl acetylenedicarboxylate with tetronic acid

Reaction of the zwitterions generated from isoquinoline or pyridine and dialkyl acetylenedicarboxylate with tetronic acid leads to 1,2- dihydroisoquinoline or 1,2-dihydropyridine tetronic acid derivatives without using any catalyst or activation at room temperature. Graphical Abstract: [Figure not available: see fulltext.]

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Applications of dimedone in the synthesis of heterocycles: An update

Dimedone (5,5-dimethylcyclohexane-1,3-dione) is an alicyclic diketone, occasionally considered as building blocks in design and synthesis of a wide variety of heterocycles. The synthetic efficacy of dimedone as a synthon has been presented as a chapter in Advances in Heterocyclic Chemistry in 2009. Due to importance of dimedone and huge numbers of cited references concerning its applications after 2009 till date, in this review we try to update its unique role as a privileged synthon in the synthesis of different heterocyclic compounds.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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One-pot, three-component synthesis of 7-azaindole derivatives from N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds

An efficient and practical route to 7-azaindole framework has been developed by one-pot, three-component cyclocondensation of N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds in ethanol or acetic acid at reflux. Reactions involving tetronic acid, indane-1,3-dione, dimedone, and 5-phenylcyclohexane-1,3-dione gave carbocyclic fused 7-azaindoles, whereas Meldrum’s acid, benzoylacetonitrile, and malononitrile resulted in the highly substituted 7-azaindole derivatives, making this strategy very useful in diversity-oriented synthesis (DOS).

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem