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Perfluorinated rare earth metals catalyzed reactions of 5-methylene-2-oxazolidinone and 5-methylene-1,3-thiazolidine-2-thione with isocyanates

5-Methylene-2-oxazolidinone (1) and 5-methylene-1,3-thiazolidine-2-thione (2) can react effectively with various isocyanates to give the corresponding condensed urethanes in high yields in the presence of perfluorinated rare earth metal catalyst under mild conditions.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H982NO – PubChem

 

Extracurricular laboratory:new discovery of Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate

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Catalytic Enantioselective Direct Aldol Addition of Aryl Ketones to alpha-Fluorinated Ketones

The catalytic enantioselective synthesis of alpha-fluorinated chiral tertiary alcohols from (hetero)aryl methyl ketones is described. The use of a bifunctional iminophosphorane (BIMP) superbase was found to facilitate direct aldol addition by providing the strong Br¡ãnsted basicity required for rapid aryl enolate formation. The new synthetic protocol is easy to perform and tolerates a broad range of functionalities and heterocycles with high enantioselectivity (up to >99:1 e.r.). Multi-gram scalability has been demonstrated along with catalyst recovery and recycling. 1H NMR studies identified a 1400-fold rate enhancement under BIMP catalysis, compared to the prior state-of-the-art catalytic system. The utility of the aldol products has been highlighted with the synthesis of various enantioenriched building blocks and heterocycles, including 1,3-aminoalcohol, 1,3-diol, oxetane, and isoxazoline derivatives.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2489NO – PubChem

 

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Reference of 102029-44-7, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 102029-44-7, Name is (R)-4-Benzyl-2-oxazolidinone, molecular formula is C10H11NO2. In a Article£¬once mentioned of 102029-44-7

Asymmetric synthesis of isoquinuclidines by Diels-Alder reaction of 1,2-dihydropyridine utilizing a chiral Lewis acid catalyst

The chiral isoquinuclidine derivative, 2-azabicyclo[2.2.2]octane ring system, endo-(7R)-3 was obtained in good yield with excellent diastereoselectivity (up to 92% de) by Diels-Alder reaction of 1-(phenoxycarbonyl)-1,2-dihydropyridine 1 with N-acryloyl-(4S)-4- benzyloxazolidin-2-one (4S)-2 using titanium-(2R,3R)-TADDOLate 4 as a chiral Lewis acid catalyst in toluene at 0 C. On the other hand, endo-(7S)-3 was obtained in good yield with excellent diastereoselectivity (up to 97% de) by Diels-Alder reaction of 1 with (4R)-2 using Cu(OTf)2/(4S,4?S)- bis(oxazoline) catalyst 8 as a chiral Lewis acid catalyst in dichloromethane at 0 C. In these reactions, the choice of solvent and the combination of titanium-(2R,3R)-TADDOLate 4 {or Cu(II)/(4S,4?S)-bis(oxazoline) 8} and dienophile (4S)-2 {or (4R)-2} are very important. The stereochemistry of endo-(7R)-3 has been established to be (1R,4S,7R) and the reaction mechanism is proposed.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2010NO – PubChem

 

The Absolute Best Science Experiment for 5,5-Dimethyloxazolidine-2,4-dione

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Effects of eutypine, a toxin from Eutypa lata, on plant cell plasma membrane: Possible subsequent implication in disease development

Eutypine, 4-hydroxy-3-(3-methyl-3-butene-1-ynyl) benzaldehyde, is a toxin produced by Eutypa lata, the causal agent of eutypa dieback. An essential target of eutypine action lies at the plasmalemma as shown by the data obtained during this study on three experimental models (Beta vulgaris, Mimosa pudica, Vitis vinifera). The fungal toxin at 100 muM triggered a rapid dose-dependent hyperpolarization of the membrane potential in M. pudica pulvinar cells. It also enhanced proton permeability in plant tissues or in purified plasma membrane vesicles (PMV) without modification of the H+-ATPase activity. As a physiological consequence, eutypine hindered sucrose and valine absorption by PMV and plant tissues. In all these situations, eutypine behaved like a protonophoric compound, such as dinitrophenol (DNP) used at 10 muM, and acted specifically since eutypinol, an inactive derivative, only triggered very limited effects at a 100-muM concentration. Eutypine did not modify phenylalanine ammonia lyase (PAL, EC 4.3.1.5) activity, suggesting that its toxic action has no after-effect on the secondary metabolism.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1336NO – PubChem

 

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Exploring the microbiota and metabolites of traditional rice beer varieties of Assam and their functionalities

Rice beer is traditionally prepared and consumed by various ethnic populations in the Southeast Asian countries. To understand the probable effects of rice beer on human health, present research was aimed to study biochemical parameters, microbial diversity and metabolites of major rice beer varieties of Assam, namely Apong (Poro and Nogin), Xaaj and Joubishi. Alcoholic content of rice beer varieties varied from 9.41 to 19.33% (v/v). Free radical scavenging activity against DPPH¡¤ and ABTS+ were 1.94?4.14 and 1.69?3.91?mg of ascorbic acid/ml of rice beer, respectively. In relation to antioxidant activities, phenolic content varied from 2.07 to 5.40?mg?gallic acid/ml of rice beer. Next-generation sequencing of 16S rDNA showed that 18 genera of bacteria were present irrespective of rice beer varieties in which lactic acid bacteria were the dominant group (90% abundance). Functional predictions based on the bacterial profiles indicated pathways, such as metabolisms of carbohydrate, amino acid, vitamins and cofactors, and xenobiotic biodegradation, to be active in the rice beer varieties. Out of 18 core bacterial genera, 7 had correlations with the predicted functions. Gas chromatography and mass spectroscopy-based metabolite analysis revealed that the metabolite profiles of the rice beer varieties consisted of 18 saccharides, 18 organic acids, 11 sugar alcohols, 8 amino acids, 1 vitamin and nutraceutical compounds thiocoumarine, carotene, oxazolidine-2-one and acetyl tyrosine. Due to the presence of potent prebiotics, probiotics and nutraceuticals, rice beer may have health benefits which need to be studied further.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H471NO – PubChem

 

More research is needed about Oxazolidin-2-one

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Z-Selective hydroamidation of terminal alkynes with secondary amides and imides catalyzed by a Ru/Yb-system

A catalyst system formed in situ from bis(2-methallyl)cycloocta-1,5-diene- ruthenium(II) [(cod)Ru(met)2], 1,4-bis(dicyclohexylphosphino)butane (dcypb) and ytterbium(III) triflate hydrate (Yb(OTf)3) was found to catalyze the addition of nitrogen nucleophiles to terminal alkynes under mild conditions to stereoselectively form the Z-enamide or Z-enimide products. Various secondary amides and imides could be added across the triple bond of a range of aliphatic and aromatic alkynes. The new bimetallic catalyst system sets new standards with regard to scope and selectivity for the synthesis of Z-configured anti-Markovnikov enamides.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H380NO – PubChem

 

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Ireland-Claisen rearrangement of ynamides: Stereocontrolled synthesis of 2-amidodienes

The Ireland-Claisen rearrangement of propargyl ynamido ester substrates is reported. The expected allenamide carboxylic acid products from [3,3]-sigmatropic rearrangement are not isolated, with 2-amidodienes alternatively formed in good yield with high levels of stereocontrol after decarboxylation.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H605NO – PubChem

 

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Application of 39657-45-9, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.39657-45-9, Name is Isoxazolidine hydrochloride, molecular formula is C3H8ClNO. In a Article£¬once mentioned of 39657-45-9

Cocaine and 3beta-(4′-substituted phenyl)tropane-2beta-carboxylic acid ester and amide analogues. New high-affinity and selective compounds for the dopamine transporter

Several 2beta-carboxylic acid ester and amide analogues of cocaine and of 3beta-(4′-substituted phenyl)tropane-2beta-carboxylic acid were prepared. The binding affinities of these compounds, and of some previously prepared analogues, at the dopamine (DA), norepinephrine (NE), and serotonin (5-HT) transporters were determined. The phenyl esters of 3beta-(4′-methylphenyl)and 3beta-(4′-chlorophenyl)tropane-2beta-carboxylic acid are highly potent and highly selective for the DA transporter. The isopropyl esters of 3beta-(4′- chlorophenyl)- and 3beta-(4′-iodophenyl)tropane-2beta-carboxylic acid also possess high DA affinity and show significant DA transporter selectivity. Similarly, the phenyl and isopropyl ester analogues of cocaine are much more selective for the DA transporter than cocaine. Tertiary amide analogues of cocaine and of 3beta-(4′-substituted phenyl)tropane-2beta-carboxylic acids are more potent inhibitors of radioligand binding at the DA transporter than the primary and secondary amide analogues. In particular, 3beta-(4′- chlorophenyl)tropane-2beta-N-morpholinocarboxamide as well as the 3beta-(4′- chlorophenyl)- and 3beta-(4′-iodophenyl)tropane-2beta-N-pyrrolidinocarboxamides possess high affinity and selectivity for the DA transporter. The N,N- dimethylamide cocaine analogue is the most selective cocaine amide derivative for the DA transporter. High correlation between the inhibition of radioligand binding and inhibition of uptake at the DA, NE, and 5-HT transporter was found for a selected group of analogues. Within this group, one compound, the isopropyl ester of 3beta-(4′-iodophenyl)-tropane-2beta- carboxylic acid, was found to be more potent in the inhibition of radioligand binding than in the inhibition of DA uptake. Taken together with its high potency and selectivity at the DA transporter, this suggests that this compound may be a lead in the development of a cocaine antagonist.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1280NO – PubChem

 

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Preparation and Thermolysis of N-Ammonioamidates Containing Hydroxyl Group in Acyl Moiety

The title ammonioamidates (aminimides) were prepared in satisfactory yields from lactones or alpha-hydroxy carboxylates.By the thermolysis of these aminimides in mesitylene, some types of urethane compounds were formed, depending on the structure of the aminimide and on the concentration of the solutions.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H796NO – PubChem

 

Extracurricular laboratory:new discovery of 5-(Hydroxymethyl)oxazolidin-2-one

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Comprehensive spectral identification of key intermediates to the final product of the chiral pool synthesis of radezolid

Radezolid (RAD, 12), biaryl oxazolidinone, was synthesised with small modifications according to the methods described in the literature. The pharmacological activity is observed only for (S)-enantiomer, therefore its synthesis is oriented towards obtaining a single isomer of required purity and desired optical configuration. The intermediate products of RAD synthesis were characterised using 1H- and 13C-NMR, as well as the 2D correlation HSQC and HMBC (2, 5, 9, 10), furthermore studied using infrared radiation (FT-IR), Raman scattering (3, 5, 9), and electronic circular dichroism (ECD) (5, 12) spectroscopy. Each technique provides a unique and specific set of information. Hence, the full spectral characteristics of key intermediates obtained from the chiral pool synthesis to the finished product of RAD were summarised and compared. For a more accurate analysis, and due to the lack of reliable and reproducible reference standards for intermediate products, their vibrational analysis was supported by quantum chemical calculations based on the density functional theory (DFT) utilising the B3LYP hybrid functional and the 6-311G(d,p) basis set. Good agreement was observed between the empirical and theoretical spectra.[Figure not available: see fulltext.]

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1311NO – PubChem