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Configurational stability of chiral, nonconjugated nitrogen-substituted organolithium compounds generated by tin-lithium exchange of N-[(1-Tri-n-butylstannyl)alkyl]imidazolidin-2-ones and -oxazolidin-2-ones

Chiral, nonracemic, nonconjugated, acyclic nitrogen-substituted organolithium compounds were generated in order to study the configurational stability of such species. The organolithium compounds were generated by tin-lithium exchange on N-[(1-tri-n-butylstannyl)alkyl]imidazolidin-2-ones and N-[(1-tri-n-butylstannyl)alkyl]-oxazolidin-2-ones. Varying degrees of epimerization were observed, depending on the structure of the heterocycle and the reaction conditions. When the nitrogen was part of an imidazolidinone ring, the epimerization was sufficiently slow to be observed at low temperature, thus allowing the configurational stability of nonconjugated, acyclic nitrogen-substituted organolithium compounds to be evaluated for the first time. Addition of the coordinating solvent TMEDA caused a much more rapid epimerization. When the nitrogen was part of an oxazolidinone ring, the rate of epimerization was too fast to observe, even at low temperature. Reaction of these species with electrophiles such as DCl, Bu3SnCl, aldehydes, and ketones proceeded with retention of configuration. A novel method for the synthesis of the chiral stannanes was developed. Condensation of carbamates (cyclic and acyclic) or imidazolidin-2-ones with sodium p-toluenesulfinate, an aldehyde, and formic acid produced N-sulfonylalkylated materials (the Engberts method), which were treated with tri-n-butylstannyl anions to give N-[(1-tri-n-butylstannyl)alkyl]carbamates, -oxazolidin-2-ones, and -imidazolidin-2-ones. When chiral imidazolidin-2-ones were used in the sulfonylalkylation reaction, a single diastereomeric sulfone was produced. Displacement of the sulfone with (tri-n-butylstannyl)lithium proceeded with complete retention of stereochemistry. Evidence for the formation and stereoselective reaction of a nitrogen-substituted radical intermediate was obtained.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H887NO – PubChem

 

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Characterization of interfacial behaviour in carbon-fibre/cyanate composites

In this study an attempt is made to investigate the influence of surface treatments such as oxidation and sizing on a high-strength carbon fibre in respect of interfacial adhesion in composite materials with a cyanate matrix. For analysing the fibre/resin interfacial adhesion the single-fibre pull-out technique has been used. The interfacial shear strengths obtained by this technique have been compared with results of interlaminar shear strength measurements corresponding to woven composite plates. In order to clarify the nature of this interfacial adhesion, both morphological (by atomic force microscopy, AFM) and chemical characterisation (by Fourier transform infrared, FTIR), have also been carried out.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H792NO – PubChem

 

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CHIMIE DES RADIOPROTECTEURS: REVISION DE LA SYNTHESE DES ACIDES S-<(AMINOPROPYL-3)AMINOETHYL-2> ET S-<(N-METHYLAMINOPROPYL-3)AMINOETHYL-2>PHOSPHOROTHIOIQUES

Simple, reproducible and detailed preparations of S-<2-(3-aminopropyl)aminoethyl> and S-<2-(3-N-methylaminopropyl)aminoethyl> phosphorothioic acids (HO)2P(O)-S-(CH2)2-NH-(CH2)3-NH-R (R=H and CH3), named WR 2721 and WR 1680 respectively, are described.The yields of each step have been optimized to facilitate the synthesis of these compounds of large interest in the cancer radio- and chemotherapy.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H717NO – PubChem

 

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ANTI – INFECTIVE PYRIDO (1,2 -A) PYRIMIDINES

The present invention relates to small molecule compounds and their use in the treatment of bacterial infections, in particular Tuberculosis

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H185NO – PubChem

 

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Nickel catalyzed addition of -NH- containing compounds to vinyl and aryl halides

A process for producing unsaturated nitrogen containing compounds such as enamides, enamines and aryl amines/amides is disclosed. A vinyl halide or aryl halide is reacted with an -NH- containing compound in the presence of a catalytic amount of a catalyst precursor composition comprising zero-valent nickel and an organophosphine ligand. One step coupling of vinyl halides and aryl halides with -NH- containing compounds is made possible by practice of this invention.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H23NO – PubChem

 

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Related Products of 497-25-6, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 497-25-6, molcular formula is C3H5NO2, introducing its new discovery.

A Highly Regio- and Stereoselective Syntheses of alpha-Halo Enamides, Vinyl Thioethers, and Vinyl Ethers with Aqueous Hydrogen Halide in Two-Phase Systems

A metal-free regio- and stereoselective method is achieved for the preparation of (E)-configured alpha-halo enamides, vinyl thioethers, and vinyl ethers using aqueous HX (X = F, Cl, Br, I), which features high functional group compatibility and regio- and stereoselectivity, mild conditions, high efficiency, and rapid transformation. Additionally, the isomers could be yielded readily from the (E)-configured alpha-halo enamides via photocatalysis or under Sonogashira coupling conditions.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H395NO – PubChem

 

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Advancements in oxazolidinone synthesis utilizing carbon dioxide as a C1 source

Carbon dioxide, a natural molecule, has been utilized in the synthesis of chemicals for several decades. Its innocuous chemical properties make it a favorable substance to incorporate in such synthetic processes. Recently, research is being conducted to include carbon dioxide in the production of a specific class of cyclic urethane molecules known as oxazolidinones. Oxazolidinones are important in synthetic and medicinal applications, which necessitate a greener method to produce them. In this review, various synthetic methods including catalytic processes that incorporate carbon dioxide to yield oxazolidinones have been discussed and the results of the research are presented. Emphasis is placed primarily on reactions of carbon dioxide with a variety of aziridines, propargylamines and 2-amino alcohols for the synthesis of oxazolidinones.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H914NO – PubChem

 

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METHOD FOR PRODUCING 1,4-DIPHENYL AZETIDINONE DERIVATIVES

The present invention is directed to the preparation of novel compounds useful in the treatment of hyperlipidemia, arteriosclerosis, hypercholesterolemia, and other related metabolic disorders. More specifically, the present invention is a novel process for the preparation of 1,4-diphenylazetidinone derivatives from beta-substituted amino amides which are protected in the presence of silylating agents and at least one cyclization catalyst whose structural formula is represented by one of the general formula: Wherein the various R-groups are defined herein

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H14NO – PubChem

 

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Application of 497-25-6, 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. 497-25-6, Name is Oxazolidin-2-one, molecular formula is C3H5NO2. In a Article,once mentioned of 497-25-6

Copper-catalyzed N-arylation of 2-oxazolidinones. An expeditious route to toloxatone

3-Aryl-2-oxazolidinones are obtained in excellent yields through the copper-catalyzed N-arylation of 2-oxazolidinones with a variety of aryl iodides. With aryl halides containing both iodo and bromo substituents, a high C-I/C-Br selectivity can be achieved. The procedure has been successfully applied to the preparation of a key intermediate in the synthesis of linezolid and to develop an expeditious route to toloxatone.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H385NO – PubChem

 

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Computed Properties of C3H5NO2, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 497-25-6, Name is Oxazolidin-2-one, molecular formula is C3H5NO2

Enzyme-assisted asymmetric total synthesis of (-)-podophyllotoxin and (- )-picropodophyllin

Described is the first catalytic, asymmetric synthesis of (-)- podophyllotoxin and its C2-epimer, (-)picropodophyllin. Asymmetry is achieved via the enzymatic desymmetrization of advanced meso diacetate 20, through PPL-mediated ester hydrolysis. A second key feature of the synthesis is the strategically late introduction of the highly oxygenated natural ring E through an arylcopper species. The successful implementation of this approach augers well for the introduction of other functionalized rings E for future SAR work. The synthesis begins from piperonal, which is fashioned into isobenzofuran (IBF) precursor 14 in three steps (bromination, acetalization, and halogenmetal exchange/hydroxymethylation). Interestingly, treatment of 14 with HOAc in commerical dimethyl maleate (contains 5% dimethyl fumarate) leads to a nearly equimolar mixture of fumarate-(15) and maleate-IBF Diels- Alder adducts (16 and 17), indicating that IBF 11 reacts about 15 times faster with dimethyl fumarate than with dimethyl maleate. With scrupulously pure dimethyl maleate a 2.8:1 endo:exo mixture of maleate DA adducts is still obtained. On the other hand, the desired meso diester 16 is obtained pure and in nearly quantitative yield by employing neat dimethyl acetylene dicarboxylate as the dienophile, followed by catalytic hydrogenation. Reduction (LiAlH4) of 16 provides meso diol 19, which is then treated with Ac2O, BzCl, and PhCH2COCl to provide the corresponding meso diesters, 20- 22. Screening of these meso benzoxabicyclo[2.2.1]heptyl substrate candidates across a battery of acyl transfer enzymes leads to an optimized match of diacetate 20 with PPL. Even on 10-20 g scales, asymmetry is efficiently introduced here, yielding the key chiral intermediate, monoacetate 25 (66% isolated yield, 83% corrected yield, 95% ee). Protecting group manipulation and oxidation (Swern) provide aldehyde 27b, which undergoes efficient retro- Michael ring opening to produce dihydronaphthalene 30, in which the C3 and C4 stereocenters are properly set. Following several unsuccessful approaches to the intramolecular delivery of ring E (via Claisen rearrangement, Heck- type cyclization, or radical cyclization), a highly diastereoselective, intermolecular conjugate addition of the arylcopper reagent derived from (3,4,5-trimethoxy)phenylmagnesium bromide and CuCN to acyl oxazolidinone 50 was developed (85% yield, only the required alpha-stereochemistry at C1 is observed). The conjugate addition product is converted to (-)- picropodophyllin in two steps (lactonization, SEM deprotection) or to (-)- podophyllotoxin, in three steps, through the introduction of a C2- epimerization step, under Kende conditions, prior to the final conjugate addition.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H346NO – PubChem