Tag: M.W=100-150

Jouvin, Kevin published the artcileCopper-Mediated Selective Cross-Coupling of 1,1-Dibromo-1-alkenes and Heteronucleophiles: Development of General Routes to Heterosubstituted Alkynes and Alkenes, Recommanded Product: (R)-4-Methyloxazolidin-2-one, the main research area is dibromoalkene nitrogen phosphorus oxygen heteronucleophile cross coupling copper catalyst; site selective double alkynylative cross coupling copper catalyst dibromoalkene; bromoenamide ynamide ketene acetal bromoenol ynol ether vinylphosphonate preparation.

Efficient and general procedures for the cross-coupling of 1,1-dibromoalkenes and N-, O-, and P-nucleophiles are reported. Fine-tuning of the reaction conditions allows for either site-selective, double, or alkynylative cross-coupling, therefore providing divergent and straightforward entries to numerous building blocks such as bromoenamides, ynamides, ketene N,N-acetals, bromoenol ethers, ynol ethers, ketene O,O-acetals, or vinylphosphonates and further expanding the copper catalysis toolbox with useful and versatile processes.

Organometallics published new progress about Alkynylation. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Recommanded Product: (R)-4-Methyloxazolidin-2-one.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Kelly, Sean M. published the artcileChemoselective Copper-Catalyzed Ullmann-Type Coupling of Oxazolidinones with Bromoiodoarenes, Computed Properties of 4042-43-7, the main research area is chemoselective copper catalyzed Ullmann coupling oxazolidinone bromoiodoarene.

We describe the highly selective copper-catalyzed Ullmann-type coupling of bromoiodoarenes with oxazolidinones. 3,4,7,8-Tetramethyl-1,10-phenanthroline (Me4Phen) was identified as an optimal ligand promoting the desired C-N bond formation, while minimizing the competitive bromo-iodo exchange pathway that leads to formation of iodo-substituted and bis-coupled side products. The developed method is highly selective with a >98:2 ratio of the bromo- vs. iodo-substituted compounds obtained in the isolated products.

Organic Letters published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent) (addnl. nucleophile class). 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Computed Properties of 4042-43-7.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Haftchenary, Sina published the artcileEfficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments, Safety of (R)-4-Methyloxazolidin-2-one, the main research area is amino alc chiral fragment reaction; oxazolidinone morpholinone lactam sultam preparation reaction; amino alcohols; chiral fragments; drug discovery; fragment-based lead discovery.

Efficient syntheses of chiral fragments derived from chiral amino alcs. are described. Several unique scaffolds were readily accessed in 1-5 synthetic steps leading to 45 chiral fragments, including five- to seven-membered oxazolidinones, morpholinones, lactams, and sultams. These fragments have mol. weights ranging from 100 to 255 Da and are soluble in water (0.085 to >15 mM).

ACS Combinatorial Science published new progress about Amino alcohols, chiral Role: RCT (Reactant), RACT (Reactant or Reagent). 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Safety of (R)-4-Methyloxazolidin-2-one.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Qin, Xiao-Ting published the artcileSynthesis of Chiral Nine-Membered N-Heterocycles through Silver(I)-Promoted Cycloaddition and Rearrangement from N-Vinyl-α,β-Unsaturated Nitrones with Chiral 3-Propioloyloxazolidin-2-Ones, COA of Formula: C4H7NO2, the main research area is oxazonine preparation diastereoselective; vinyl unsaturated nitrone propioloyloxazolidinone tandem cycloaddition rearrangement silver catalyst.

A variety of chiral nine-membered N-heterocycles were prepared in moderate to good yields with high diastereoselectivity through a silver(I)-catalyzed [3+2] cycloaddition and [3,3]-rearrangement of N-vinyl-α, β-unsaturated nitrones and chiral 3-propioloyloxazolidin-2-ones. Exptl. studies showed that silver catalyst promoted the cycloaddition and rearrangement process, and the stereochem. of the nine-membered N-heterocycles was controlled via [3,3]-rearrangement by chiral oxazolidinone-auxiliary through a boat-like transition state. Moreover, the obtained nine-membered N-heterocycle diastereomers were converted to chiral pyrrolizines with high diastereoselectivity and pyrrolizine carboxylate was obtained in 54% yield with 90% ee by the removal of chiral auxiliary.

Advanced Synthesis & Catalysis published new progress about [3+2] Cycloaddition reaction, stereoselective. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, COA of Formula: C4H7NO2.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Adam, Waldemar published the artcileEnecarbamates as Selective Substrates in Oxidations: Chiral-Auxiliary-Controlled Mode Selectivity and Diastereoselectivity in the [2+2] Cycloaddition and Ene Reaction of Singlet Oxygen and in the Epoxidation by DMD and mCPBA, Quality Control of 4042-43-7, the main research area is enecarbamate oxidation; asym induction diastereoselectivity cycloaddition enecarbamate; ene reaction of singlet oxygen enecarbamate; DMD epoxidation enecarbamate; mCPBA epoxidation enecarbamate.

The stereochem. course of the oxidation of chiral oxazolidinone-substituted enecarbamates was studied for singlet O (1O2), dimethyldioxirane (DMD), and m-chloroperbenzoic acid (mCPBA) by examining of the special structural and stereoelectronic features of the enecarbamates. Valuable mechanistic insight into these selective oxidations is gained. Whereas the R1 substituent on the chiral auxiliary is responsible for the steric shielding of the double bond and determines the sense of the π-facial diastereoselectivity, structural characteristic such as the Z/E configuration and the nature of the R2 group on the double bond are responsible for the extent of the diastereoselectivity. Stereoelectronic steering by the vinylic N functionality controls the mode selectivity (ene reaction vs. [2+2] cycloaddition) in the case of 1O2.

Journal of Organic Chemistry published new progress about [2+2] Cycloaddition reaction. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Quality Control of 4042-43-7.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Perry, Matthew A. published the artcileAbsolute Configuration of Lactams and Oxazolidinones Using Kinetic Resolution Catalysts, SDS of cas: 4042-43-7, the main research area is absolute configuration lactam oxazolidinone kinetic resolution catalyst.

A simple method for determining the absolute configuration of oxazolidinones, lactams, and their derivatives using kinetic resolution catalysts is described. The optically pure substrates were acylated using the (S)-HBTM and the (R)-HBTM catalyst, and the faster reaction was determined An empirical mnemonic was developed for the assignment of the absolute configuration based on the fast-reacting catalyst.

Organic Letters published new progress about Absolute configuration. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, SDS of cas: 4042-43-7.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Basarab, Gregory S. published the artcileDiscovery of Novel DNA Gyrase Inhibiting Spiropyrimidinetriones: Benzisoxazole Fusion with N-Linked Oxazolidinone Substituents Leading to a Clinical Candidate (ETX0914), Safety of (R)-4-Methyloxazolidin-2-one, the main research area is DNA gyrase inhibitor spiropyrimidinetrione benzisoxazole oxazolidinone preparation.

A novel class of bacterial type-II topoisomerase inhibitor displaying a spiropyrimidinetrione architecture fused to a benzisoxazole scaffold shows potent activity against Gram-pos. and fastidious Gram-neg. bacteria. Here, the authors describe a series of N-linked oxazolidinone substituents on the benzisoxazole that improve upon the antibacterial activity of initially described compounds of the class, show favorable PK properties, and demonstrate efficacy in an in vivo Staphylococcus aureus infection model. Inhibition of the topoisomerases DNA gyrase and topoisomerase IV from both Gram-pos. and a Gram-neg. organisms was demonstrated. Compounds showed a clean in vitro toxicity profile, including no genotoxicity and no bone marrow toxicity at the highest evaluated concentrations or other issues that have been problematic for some fluoroquinolones. Compound I was identified for advancement into human clin. trials for treatment of uncomplicated gonorrhea based on a variety of beneficial attributes including the potent activity and the favorable safety profile.

Journal of Medicinal Chemistry published new progress about Antibacterial agents. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Safety of (R)-4-Methyloxazolidin-2-one.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Solomon, Marissa R. published the artcileIsolation and syn elimination of a Peterson adduct to obtain optically pure product in the diastereoselective synthesis of oxazolidinone-functionalized enecarbamates, SDS of cas: 4042-43-7, the main research area is Peterson adduct oxazole phenylpropiophenone preparation elimination diphenylbutenyloxazolidinone.

The Peterson reaction of (4R)-N-(trimethylsilyl)methyl-4-alkyloxazolidin-2-one gives (E/Z)-(4R)-N-(2′,3′-diphenylbut-1′-enyl)-4-alkyloxazolidin-2-ones (enecarbamates) with increasing (Z)-selectivity and moderate-to-high diastereoselectivity in the individual E isomer as a function of increasing temperature X-ray structure of the Peterson adduct, (4R,3’S)-N-(2′,3′-diphenyl-2′-hydroxy-but-1′-enyl)-4-isopropyloxazolidin-2-one reveals the rationale for the formation of a single isomer through syn elimination. The optically pure enecarbamates obtained with the Peterson adduct were further employed for photochem. and photophys. studies.

Letters in Organic Chemistry published new progress about Elimination reaction. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, SDS of cas: 4042-43-7.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Allali, Hocine published the artcileAn easy route to 4-substituted 2-oxazolidinones from prochiral 1,3-diols, SDS of cas: 4042-43-7, the main research area is acetoxy amide Hofmann rearrangement; oxazolidinone asym preparation.

A synthesis of 4-substituted 2-oxazolidinones I (R = Me, t-BuOCH2), starting from prochiral 1,3-diols, has been developed. After enzymic desymmetrization the resulting monoacetylated diols were transformed into amides. A Hofmann rearrangement of these amides gave I in good yields and enantiomeric excess.

Tetrahedron: Asymmetry published new progress about Hofmann degradation. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, SDS of cas: 4042-43-7.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Chouhan, Gagan published the artcileSynthesis of Ring-Fused Oxazolo- and Pyrazoloisoquinolinones by a One-Pot Pd-Catalyzed Carboxamidation and Aldol-Type Condensation Cascade Process, Name: (R)-4-Methyloxazolidin-2-one, the main research area is aryl halide oxazolidinone pyrazolidinone carboxamidation palladium catalyst cyclization; oxazolo pyrazoloisoquinolinone preparation.

A three-component cascade process is described for the synthesis of ring-fused oxazolo- and pyrazoloisoquinolinones, i.e. I, by a one-pot carboxamidation/aldol-type condensation reaction. The cascade process involves Pd-catalyzed carboxamidation of an aryl halide/active methylene compound with oxazolidinone or pyrazolidinone, and subsequent intramol. base-catalyzed cyclization/dehydration through an aldol-type condensation process, to give ring-fused oxazolo- and pyrazoloisoquinolinones. This methodol. provides an easy one-step approach to these important classes of nitrogen-containing heterocycles and can tolerate a wide array of functional groups, including ester, nitrile, methoxy, and halide.

Journal of Organic Chemistry published new progress about Aldol condensation. 4042-43-7 belongs to class oxazolidine, name is (R)-4-Methyloxazolidin-2-one, and the molecular formula is C4H7NO2, Name: (R)-4-Methyloxazolidin-2-one.

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem