Heterocyclic Building Blocks-Oxazolidine

Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. name: (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one. Introducing a new discovery about 184346-45-0, Name is (S)-4-Isopropyl-5,5-diphenyloxazolidin-2-one

A useful modification of the Evans auxiliary: 4-Isopropyl-5,5- diphenyloxazolidin-2-one

The 4-isopropyl-5,5-diphenyloxazolidinone (1) is readily prepared from (R)- or (S)-valine ester, PhMgBr, and ethyl chlorocarbonate. It has a melting point of ca. 250, a low solubility in most organic solvents, and a C=O group which is sterically protected from nucleophilic attack. Thus, the soluble N-acyl-oxazolidinones (7-16) can be prepared from 1 with BuLi at temperatures around 0instead of – 78(Scheme 3), their Li enolates can be generated with BuLi, rather than with LDA, and deacylation in the final step of the procedure can be achieved with NaOH at ambient temperatures (Scheme 12), with facile recovery of the precipitating auxiliary 1 (filtering, washing, and drying). The following reactions of N-acyl-oxazolidinones from 1 have been investigated: alkylations (Scheme 4), aminomethylations and hydroxymethylations (Scheme 5), aldol additions (Schemes 6 and 7), Michael additions (Schemes 9 and 10), and a (4 + 2) cycloaddition (Scheme 11). The well-known features of reactions following the Evans methodology (yield, diastereoselectivity, dependence on conditions, counter ions, additives etc.) prevail in these transformations. Most products, however, have higher melting points and a much more pronounced crystallization tendency than those derived from conventional oxazolidinones, and can thus be purified by recrystallization, avoiding chromatography (Table 1). The disadvantage of 1 having a higher molecular weight (ca. 150 Da) than the non-phenyl-substituted auxiliary is more than compensated by the ease of its application, especially on large scale. A number of crystal structures of oxazolidinones derived from 1 and a TiCl4 complex of an oxazolidinone are described and discussed in view of the diastereoselective-reaction mechanisms.

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Oxazolidine | C3H2637NO – PubChem

 

184363-66-4, Name is (S)-4-Phenyl-3-propionyloxazolidin-2-one, belongs to oxazolidine compound, is a common compound. Quality Control of (S)-4-Phenyl-3-propionyloxazolidin-2-oneIn an article, once mentioned the new application about 184363-66-4.

[…] intermediate and its preparation method and application (by machine translation)

The invention discloses […] intermediate and its preparation method and application. The […] intermediates have the following formula III and/or formula IV shown in chemical structure shown in chemical structure. Wherein R is phenyl, benzyl, isopropyl; the application of the invention intermediate synthesis […], the preparation process is simple, mild reaction conditions, environmental protection and the like. To realize the low-cost, large-scale, high efficiency for preparing high-purity […] has important significance and use value. (by machine translation)

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Oxazolidine | C3H2255NO – PubChem

 

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 95715-86-9, name is Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate, introducing its new discovery. SDS of cas: 95715-86-9

Improved synthesis of chiral N-protected allylic amines

The alpha-ester group of N-protected alpha-amino esters was reduced with diisobutylaluminum hydride to an intermediate aluminoxy acetal that on reaction with a Wittig reagent afforded the title chiral compounds in 48-78% chemical yields.

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Oxazolidine | C3H2559NO – PubChem

 

Reference of 160695-26-1, 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. 160695-26-1, Name is (R)-4-Phenyl-3-propionyloxazolidin-2-one, molecular formula is C12H13NO3. In a Article£¬once mentioned of 160695-26-1

An Activated Germanium Metal-Promoted, Highly Diastereoselective Reformatsky Reaction

Activated germanium metal, prepared by the reduction of germanium(II) iodide with potassium metal, was found to promote the Reformatsky reaction effectively under mild conditions. In the presence of activated germanium metal, the reactions of alpha-bromo ketones 2a and 2b and alpha-bromo imides 2e and 2f with benzaldehyde (1a) proceeded smoothly to give the corresponding beta-hydroxy carbonyl compounds 3a, 3b, 3e and 3f, respectively, in good yields and with good syn diastereo- selectivity. The activated germanium metal-promoted, asymmetric Reformatsky reaction of enantiomerically pure-oxazolidinone derivatives 2g-j with various aldehydes 1a-d was also examined; the highest diastereoselectivity was achieved when (1S,2R)-2-amino-1,2-diphenylethanol- derived 2j was used as the Reformatsky donor. The excellent diastereoselectivity could be explained in terms of the formation of a chairlike, six-membered transition state between the aldehyde and enolate as in the Zimmerman-Traxler model. A single recrystallization of the Reformatsky adducts, followed by hydrolysis and subsequent esterification, led to enantiomerically pure methyl 3-hydroxy- 2-methylalkanoates 10j-m, with almost quantitative recovery of the enantiomerically pure 2-oxazolidinone 14.

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Related Products 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 Patent£¬once mentioned of 497-25-6

Process for the preparation of polyalkylphenoxyaminoalkanes

A process for the preparation of polyalkylphenoxyaminoalkanes which comprises the aminoethylation of a polyalkylphenol compound in the presence of a basic catalyst with 2-oxazolidinone or a derivative thereof having the following formula: wherein R1 and R2 are independently hydrogen or lower alkyl having 1 to about 6 carbon atoms and wherein the polyalkyl group of said polyalkylphenol has an average molecular weight in the range of about 600 to 5,000.

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Oxazolidine | C3H211NO – PubChem

 

Synthetic Route of 875444-08-9, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.875444-08-9, Name is (4S,5R)-5-(3,5-Bis(trifluoromethyl)phenyl)-4-methyloxazolidin-2-one, molecular formula is C12H9F6NO2. In a Patent£¬once mentioned of 875444-08-9

PROCESS FOR A CETP INHIBITOR

An efficient process is disclosed for producing the compound of formula I, which is the CETP inhibitor anacetrapib, which raises HDL-cholesterol and reduces LDL-cholesterol in human patients and may be effective for treating or reducing the risk of developing atherosclerosis:.

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Oxazolidine | C3H2763NO – PubChem

 

Chemistry is traditionally divided into organic and inorganic chemistry. Recommanded Product: (R)-4-Benzyl-2-oxazolidinone, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 102029-44-7

Conjugate addition of aryl nucleophiles to alpha,beta-unsaturated cinnamic acid derivatives containing Evans type chiral auxiliaries

Cinnamides containing oxazolidin-2-one type auxiliaries have been prepared. A novel pathway to chiral 4-aryl-6-methyl-3,4-dihydrocoumrines via the asymmetric conjugate addition of arylmagnesium bromides to these cinnamides is described.

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Quality Control of Oxazolidin-2-one, 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

Copper-mediated amidation of heterocyclic and aromatic C-H bonds

A copper-mediated aerobic coupling reaction enables direct amidation of heterocycles or aromatics having weakly acidic C-H bonds with a variety of nitrogen nucleophiles. These reactions provide efficient access to many biologically important skeletons, including ones with the potential to serve as inhibitors of HMTs.

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Electric Literature of 695-53-4, Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, and a compound is mentioned, 695-53-4, 5,5-Dimethyloxazolidine-2,4-dione, introducing its new discovery.

Inter-laboratory assessment of a harmonized zebrafish developmental toxicology assay – Progress report on phase I

This report provides a progress update of a consortium effort to develop a harmonized zebrafish developmental toxicity assay. Twenty non-proprietary compounds (10 animal teratogens and 10 animal non-teratogens) were evaluated blinded in 4 laboratories. Zebrafish embryos from pond-derived and cultivated strain wild types were exposed to the test compounds for 5 days and subsequently evaluated for lethality and morphological changes. Each of the testing laboratories achieved similar overall concordance to the animal data (60-70%). Subsequent optimization procedures to improve the overall concordance focused on compound formulation and test concentration adjustments, chorion permeation and number of replicates. These optimized procedures were integrated into a revised protocol and all compounds were retested in one lab using embryos from pond-derived zebrafish and achieved 85% total concordance. To further assess assay performance, a study of additional compounds is currently in progress at two laboratories using embryos from pond-derived and cultivated-strain wild type zebrafish.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H1358NO – PubChem

 

Application of 497-25-6, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.497-25-6, Name is Oxazolidin-2-one, molecular formula is C3H5NO2. In a Article£¬once mentioned of 497-25-6

Direct intramolecular catalytic enantioselective alkylation of oxazolidinone bromoalkanoate imides

Bromoalkanoate imides undergo intramolecular alkylation to form cyclopentane carboximides using catalytic amounts of magnesium bromide in the presence of DBU. Addition of PyBox ligands affords alkylation products with moderate enantioselectivity.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H479NO – PubChem