Extracurricular laboratory:new discovery of (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

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Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones

A chiral auxilliary-based direct aldol reaction is reported. The reactions are catalytic in magnesium salts and are facilitated by silylation with chlorotrimethylsilane. The adducts isolated are in high diastereoselectivity (up to 32:1 dr) and favor the anti-aldol diastereomer B. Reactions are operationally simple and can be run under ambient atmosphere without rigorous exclusion of water. Many of the adducts are highly crystalline and a single diastereomer can be isolated without chromatography. Copyright

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2591NO – PubChem

 

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Gold-catalyzed nitrene transfer to activated alkynes: Formation of alpha,beta-unsaturated amidines

A gold-catalyzed intermolecular nitrene transfer to alkynes was developed for the first time, revealing a new mode of nitrene transfer and providing a novel access to versatile alpha-imino metal carbenes. Various mild nitrene-transfer reagents were examined, and iminopyridium ylides especially those based on 3,5-dichloropyridine proved be highly effective. With activated alkynes such as N-alkynyloxazolidinones as substrates, alpha,beta- unsaturated amidines were formed in mostly good yields.

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Oxazolidine – Wikipedia,
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Top Picks: new discover of Oxazolidin-2-one

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Related Products of 497-25-6, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.497-25-6, Name is Oxazolidin-2-one, molecular formula is C3H5NO2. In a article£¬once mentioned of 497-25-6

Structure-activity relationship study to understand the estrogen receptor-dependent gene activation of aryl- and alkyl-substituted 1H-imidazoles

A series of C5-substituted 1,2,4-triaryl-1H-imidazoles was synthesized. Their gene-activating properties were determined on estrogen receptor alpha positive MCF-7 breast cancer cells, stably transfected with the plasmid ERE wtcluc (MCF-7-2a cells). The influence of 4-OH and 2-Cl substituents on the phenyl rings as well as the significance of a methyl, ethyl, or phenyl group at C5 on the estrogen receptor binding and the resulting gene activation in MCF-7-2a cells was studied. The alkyl and aryl groups at C5 of 1,2,4-tris(4-hydroxyphenyl)-1H-imidazole 1 increased the transactivation, while chlorine atoms on the phenyl rings diminished this effect. 5-Ethyl-1,2,4-tris(4- hydroxyphenyl)-1H-imidazole 9 was identified as the most active compound. Its excellent transcriptional activity did not only depend on the C5 ethyl group, but also on the three hydroxyl groups of the phenyl rings. Compounds (11-14) with a reduced number of hydroxyl groups displayed distinctly lower gene activation.

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497-25-6, Name is Oxazolidin-2-one, belongs to oxazolidine compound, is a common compound. Computed Properties of C3H5NO2In an article, once mentioned the new application about 497-25-6.

Intramolecular inverse electron-demand [4+2] cycloadditions of ynamidyl-tethered pyrimidines: Comparative studies in trifluorotoluene and sulfolane

Three representative 6,7-dihydro-5H-cyclopenta[b]pyridin-4-amines were synthesized using an intramolecular inverse electron demand hetero?Diels?Alder/retro?Diels?Alder sequence between pyrimidines (acting as azadienes) and ynamides (acting as dienophiles). Two solvents of this reaction, sulfolane and trifluorotoluene, were compared at 210 C and the former consistently led to higher yields. In addition, these studies confirmed the importance of the steric bulk of the C5-position of the pyrimidinyl cycloaddition precursor.

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HETEROCYCLYLMETHYL-THIENOURACILE AS ANTAGONISTS OF THE ADENOSINE-A2B-RECEPTOR

The present application relates to novel thieno[2,3-d]pyrimidine-2,4-dione (?thienouracil?) derivatives bearing a particular type of (azaheterocyclyl)methyl substituent, to processes for the preparation thereof, to the use thereof alone or in combinations for treatment and/or prevention of diseases and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially for treatment and/or prevention of pulmonary and cardiovascular disorders and of cancer.

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Total synthesis of AI-77-B: Stereoselective hydroxylation of 4-alkenylazetidinones

A stereoselective synthesis of the anti-ulcer compound AI-77-B 1 is described. The 4-formylazetidinone 6 was converted into the 4-(Z)-alkene 23 using a phosphonate condensation, and dihydroxylation using osmium tetroxide and N-methylmorpholine W-oxide gave a mixture of the diols 24 and 25 in an 80:20, ratio. After protection of the diol 24 as its acetonide, hydrogenolysis gave the acid 27. The oxazoline 45 was deprotonated using butyllithium, and the lithiated oxazoline added to Cbz-protected leucinal 29, which had previously been deprotonated by tertbutylmagnesium chloride, to give the lactones 30 and 31, ratio 85:15, after treatment with silica in dichloromethane. Hydrogenolysis gave the aminolactone hydrochloride 52 which was condensed with the acid 27 to give the protected dipeptide 54. Deprotection under acidic conditions gave the dihydroxyazetidinone 55. Treatment with sodium hydroxide followed by acidification then gave the aminolactone hydrochloride 56 which on further treatment with sodium hydroxide followed by acid gave AI-77-B methyl ether 58. Demethylation of the phenolic methyl ether 30 followed by hydrogenolysis of the Cbz-protecting group gave the aminophenol 60 which was coupled with the acid 27 and the product taken through to AI-77-B 1 following the sequence used to prepare the methyl ether 58.

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In heterogeneous catalysis, the catalyst is in a different phase from the reactants. COA of Formula: C10H11NO2, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 102029-44-7, name is (R)-4-Benzyl-2-oxazolidinone. In an article£¬Which mentioned a new discovery about 102029-44-7

Reversible Stereoselective Folding/Unfolding Fueled by the Interplay of Photoisomerism and Hydrogen Bonding

A linear molecular architecture equipped with complementary three-fold hydrogen-bonding units embedded with a photoswitchable trans-tetrafluoroazobenzene moiety was synthesized. The transto cis photoisomerism of the azobenzene unit induced drastic changes in the molecular architecture as a result of intramolecular hydrogen bonding as evidenced by NMR spectroscopy and size exclusion chromatography. A minute stereogenic element in the linear trans state enabled stereoselective folding into the cis state, thus producing a globular architecture with enhanced chiroptical property.

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Oxazolidine – Wikipedia,
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Interaction of substrate and catalyst during the formation of oxazolidinones from 2-aminoalcohols and diethyl carbonate using recyclable 1,3-dichlorodistannoxanes

An efficient synthesis of oxazolidinone (OXZ) using 2-aminoalcohols (2AAs) and diethyl carbonate (DEC) as reagents in the presence of recyclable catalyst 1,3-dichloro-1,1,3,3-tetraalkyldistannoxane, [(RR?SnCl)2O] 2 (1) is reported. 0.5 mol% (with respect to 2AA) of 1 provides OXZ quantitatively within 1 h at 80 C with turnover frequency (TOF) of 200 h-1. The observed TOF is much higher than the reported value (4 h-1) of the most convenient and commercially feasible K 2CO3 catalyst. Chiral 2AAs produce OXZs with 99% ee. Molar dependency of 1, DEC and 2AA is found to be 1:2:2. Molar conductivities (Omega-1 cm2 mol-1) in DMSO at 25 C are 6.41 for 1a (R = R? = Bu), 5.25 for 1b (R = Bu, R? = Ph), 2.87 for 1c (R = Ph, R? = Bu), and 2.21 for 1d (R = R? = Ph) which reveal the mobility of bridged Cl in 1 during reaction. The study of a broad range of substrates and reaction parameters supports a reaction pathway that begins with initial attack by -OH of the pre-formed 2-ethylcarbamato aminoalcohol (2ECA) of 2AA on Snb of 1 displacing the bridged Cl. Change in the reaction rates resulted due to various alkyl and aryl substituents on Sn provides better understanding of the distannoxane catalysis, which has not been attempted before for the said reaction.

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Awesome Chemistry Experiments For (S)-tert-Butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate

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Meta-substituted benzofused macrocyclic lactams as zinc metalloprotease inhibitors

The design, synthesis, and biochemical profile of meta-substituted benzofused macrocyclic lactams are described. The meta-substituted benzofused macrocyclic lactams were designed to have a degree of flexibility allowing the amide bond to occupy two completely different conformations while maintaining sufficient rigidity to allow for strong interaction between enzyme and inhibitor. Using TFIT, a novel molecular superimposition program, it was shown that the meta analogs could be readily superimposed onto our ACE inhibitor template whereas no low-energy superimpositions of the ortho- substituted macrocycles could be found. The macrocycles were prepared by tethering aldehyde 1 derived from S-glutamic acid or S-aspartic acid to a meta-substituted phosphonium bromide 2. Homologation to a monocarboxylic acid methyl ester malonate followed by deprotection and cyclization gave the macrocyclic frame. Further manipulation gave the desired compounds. Unlike the ortho-substituted benzofused macrocyclic lactams described in the previous paper which are selective NEP inhibitors, the meta-substituted compounds are dual inhibitors of both NEP and ACE. The most potent member of this new series, compound 16a, inhibited both enzymes with an IC50 = 8 nM in NEP and 4 nM in ACE.

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Can You Really Do Chemisty Experiments About (R)-4-Benzyl-2-oxazolidinone

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Related Products of 102029-44-7, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.102029-44-7, Name is (R)-4-Benzyl-2-oxazolidinone, molecular formula is C10H11NO2. In a Article£¬once mentioned of 102029-44-7

Syntheses of (+)-30-epi-, (-)-6-epi-, (¡À)-6,30-epi-13,14-Didehydroxyisogarcinol and (¡À)-6,30-epi-Garcimultiflorone A Utilizing Highly Diastereoselective, Lewis Acid-Controlled Cyclizations

The first syntheses of 13,14-didehydroxyisogarcinol (6) and garcimultiflorone A (5) stereoisomers are reported in six steps from a commercially available phloroglucinol. Lewis acid-controlled, diastereoselective cationic oxycyclizations enabled asymmetric syntheses of (-)-6-epi-6 and (+)-30-epi-6. A similar strategy enabled production of the meso-dervied isomers (¡À)-6,30-epi-6 and (¡À)-6,30-epi-5. Finally, a convenient strategy for gram scale synthesis was developed utilizing diastereomer separation at a later stage in the synthesis that minimized the number of necessary synthetic operations to access all possible stereoisomers.

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