Category: 243455-57-4

Arora, Vinod K. published the artcileA novel ring oxidation of 4- or 5-substituted 2H-oxazole to corresponding 2-oxazolone catalyzed by cytosolic aldehyde oxidase, COA of Formula: C9H6BrNO, the publication is Drug Metabolism & Disposition (2012), 40(9), 1668-1676, database is CAplus and MEDLINE.

The ring oxidation of 2H-oxazole, or C2-unsubstituted oxazole, to 2-oxazolone, a cyclic carbamate, was observed on various 4- or 5-substituted oxazoles. Using 5-(3-bromophenyl)oxazole as a model compound, its 2-oxazolone metabolite M1 was fully characterized by liquid chromatog./tandem mass spectrometry and NMR. The reaction mainly occurred in the liver cytosolic fraction without the requirement of cytochrome P 450 enzymes and cofactor NADPH. Investigations into the mechanism of formation of 2-oxazolone using various chem. inhibitors indicated that the reaction was primarily catalyzed by aldehyde oxidase and not by xanthine oxidase. In addition, cytosol incubation of 5-(3-bromophenyl)oxazole in the medium containing H₂¹⁸O led to the ¹⁸O incorporation into M1, substantiating the reaction mechanism of a typical molybdenum hydroxylase. The rank order of liver cytosols for the 2-oxazolone formation was mouse > monkey >> rat and human liver cytosol, whereas M1 was not formed in dog liver cytosol. Because the reaction was observed with a number of 4- or 5-substituted 2H-oxazoles in mouse liver cytosols, 2H-oxazoles represent a new substrate chemotype for ring oxidation catalyzed by aldehyde oxidase.

Drug Metabolism & Disposition published new progress about 243455-57-4. 243455-57-4 belongs to bromides-buliding-blocks, auxiliary class Oxazole,Bromide,Benzene, name is 5-(3-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, COA of Formula: C9H6BrNO.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Mukku, Narasimharao published the artcileA Facile Microwave-Assisted Synthesis of Oxazoles and Diastereoselective Oxazolines Using Aryl-Aldehydes, p-Toluenesulfonylmethyl Isocyanide under Controlled Basic Conditions, Formula: C9H6BrNO, the publication is ACS Omega (2020), 5(43), 28239-28248, database is CAplus and MEDLINE.

In this study, a highly efficient two-component [3+2] cycloaddition reaction of substituted aryl aldehydes with 4-toluenesulfonylmethyl isocyanide (TosMIC) in the presence of 2 equiv of potassium phosphate as a base to 5-substituted oxazoles were established in a isopropanol medium under microwave irradiation However, using 1 equiv of K₃PO₄ as a base resulted in the diastereoselective synthesis of 4,5-disubstituted oxazolines under identical reaction conditions. The foremost benefits of these protocols are the moderate-to-excellent yields with good functional group compatibility, simple exptl. procedure, inexpensive readily available starting materials, nonchromatog. purification, and high bond-forming efficiency. The synthetic manipulation reported herein represents a cleaner route to the sustainable preparation of 5-substituted oxazoles and diastereoselective 4,5-disubstituted oxazolines derivatives

ACS Omega published new progress about 243455-57-4. 243455-57-4 belongs to bromides-buliding-blocks, auxiliary class Oxazole,Bromide,Benzene, name is 5-(3-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Formula: C9H6BrNO.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Savanur, Hemantkumar M. published the artcileLibraries of C-5 Substituted Imidazoles and Oxazoles by Sequential Van Leusen (VL)-Suzuki, VL-Heck and VL-Sonogashira in Imidazolium-ILs with Piperidine-Appended-IL as Base, Synthetic Route of 243455-57-4, the publication is European Journal of Organic Chemistry (2018), 2018(38), 5285-5288, database is CAplus.

Facile access to diverse C5-substituted imidazoles and oxazoles via sequential Van Leusen-Suzuki, Van Leusen-Heck, and Van Leusen-Sonogashira protocols, employing imidazolium-ILs as solvents along with piperidine-appended imidazolium [PAIM][NTf₂] as task-specific basic IL has been demonstrated, in a high-yielding one-pot method, starting with readily available aldimines (for imidazole) or aldehydes (for oxazole) and tosylmethyl isocyanide (TOSMIC), under mild conditions with potential for recycling and reuse of the IL solvent. The scope of the method is supported 49 examples.

European Journal of Organic Chemistry published new progress about 243455-57-4. 243455-57-4 belongs to bromides-buliding-blocks, auxiliary class Oxazole,Bromide,Benzene, name is 5-(3-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Synthetic Route of 243455-57-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kulkarni, Bheemashankar A. published the artcileA solid-phase equivalent of van Leusen’s TosMIC, and its application in oxazole synthesis, Quality Control of 243455-57-4, the publication is Tetrahedron Letters (1999), 40(30), 5633-5636, database is CAplus.

Polystyrene-SH resin, prepared from Merrifield resin in two steps, was converted to polystyrene-SO₂-CH₂-NC in three steps. This resin functions as a solid-phase equivalent of p-tolylsulfonylmethyl isocyanide (TosMIC). Thus, reaction with aromatic aldehydes and tetrabutylammonium hydroxide as base yields 5-aryloxazoles.

Tetrahedron Letters published new progress about 243455-57-4. 243455-57-4 belongs to bromides-buliding-blocks, auxiliary class Oxazole,Bromide,Benzene, name is 5-(3-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Quality Control of 243455-57-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary