Heterocyclic Building Blocks-Oxazolidine

Yasuda, Hiroyuki published the artcileEffects of bulky ligands and water in Pd-catalyzed oxidative carbonylation of phenol, Synthetic Route of 138429-17-1, the publication is Journal of Molecular Catalysis A: Chemical (2005), 236(1-2), 149-155, database is CAplus.

A diaryloxy Pd complex with a bulky 6,6′-dimethyl-2,2′-bipyridyl (6,6′-Me₂bpy) ligand reacted with pressurized CO (5 MPa) at 25 °C to produce a diaryl carbonate, whereas a diaryloxy Pd complex with an unsubstituted 2,2′-bipyridyl (bpy) ligand hardly reacted. ¹H and ¹³C NMR studies revealed that CO inserts into one of the Pd-O bonds in the latter complex to form a Pd aryloxycarbonyl complex, but that the subsequent reductive elimination of diaryl carbonate is slow. This is consistent with the much higher catalytic activity of the Pd-(6,6′-Me₂bpy) system for the oxidative carbonylation of phenol compared to the Pd-bpy system. To verify the steric effects of the ligands, the catalytic performance was also examined using 2,2′-bioxazolyl ligands with various substituents. Introducing bulky substituents at the 4,4′-position effectively promoted the catalytic reaction. The TONs of DPC increased in the following order: Me < benzyl < iso-Bu < tert-Bu. The methylene-bridged bioxazolyl ligand with tert-Bu groups gave the highest TON (54 mol-DPC/mol-Pd in 3 h), which is higher than the TON for the 6,6′-Me₂bpy ligand. The addition of mol. sieve 3A to the reaction system further improved the TON and suppressed Ph salicylate formation. The addition of the mol. sieve also prevented CO₂ formation, probably due to suppression of the reaction between CO and water, in addition to suppression of the hydrolysis of DPC.

Journal of Molecular Catalysis A: Chemical published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C7H16ClNO2, Synthetic Route of 138429-17-1.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Nguyen, Trang H. D. published the artcileVolatile, Taste Components, and Sensory Characteristics of Commercial Brand Oyster Sauces: Comparisons and Relationships, Recommanded Product: 4,5-Dimethyloxazole, the publication is International Journal of Food Properties (2012), 15(3), 518-535, database is CAplus.

The objectives of this study were to compare the volatile compounds, the taste compounds, and the sensory attributes, and also to determine the relationship between them in four com. brand oyster sauces. The volatile compounds were extracted and detected by headspace-solid phase microextraction and gas chromatog.-mass spectrometry. The sensory evaluation was carried out by 11 trained panelists. In addition, free amino acids and minerals in four samples were quantified and selected as the taste compounds A total of 75 volatile compounds were identified with alcs., furans, aldehydes, and pryrasines reported as the most dominant chem. classes. Most of the samples showed the clear sensory groupings with significant differences. Glutamic was the dominant free amino acid in all samples. Sweet amino acids, including threonine, serine, glycine, and alanine, corresponded to the high intensities of sweet sensory attributes by the canonical correlation anal. Phosphate and potassium were believed to contribute the salty taste. Three sensory attributes (oyster, fishy, and fired pork dour) were highly correlated to alcs. (1-penten-3-ol), aldehydes (propanal, butanal), and pryrasines, resp.

International Journal of Food Properties published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Recommanded Product: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Yang, Chao published the artcileThe mechanism of peptide bonds cleavage and volatile compounds generated from pentapeptide to heptapeptide via Maillard reaction, Name: 4,5-Dimethyloxazole, the publication is Food Chemistry (2012), 133(2), 373-382, database is CAplus and MEDLINE.

This study is focused on the mechanism of peptide bond cleavage and volatile Maillard reaction products (MRPs) following reaction of 10 artificial oligopeptides with cysteine, xylose and thiamine. LC-TOF/MS was used to detect the chem. of peptide bond cleavage in liquid media. GC-O-MS and a carbohydrate module labeling (CAMOLA) method were used to analyze and identify the formation pathways of volatile and semi-volatile MRPs. In this study, the theor. foundation of seven principles of influencing factors acting on peptide chain cleavage has initially been summarised. At the start of this study assumptions were also made relating to heat resistance of peptide chain positions. A universal formation pathway map and a model of possible mechanisms of common product formation were proposed. This model was authenticated by this scientific study.

Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C12H6NNaO4, Name: 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Wu, Hua published the artcileCopper-Catalyzed Enantioselective Arylative Desymmetrization of Prochiral Cyclopentenes with Diaryliodonium Salts, Category: oxazolidine, the publication is Angewandte Chemie, International Edition (2018), 57(10), 2721-2725, database is CAplus and MEDLINE.

A copper-catalyzed enantioselective arylative desymmetrization of prochiral cyclopentenes with diaryliodonium salts was developed. In the presence of a catalytic amount of a chiral copper-bisoxazoline complex, which was generated in situ, the reaction of 4-substituted or 4,4-disubstituted cyclopent-1-enes with diaryliodonium hexafluoroarsenates afforded the chiral arylated products in good yields with excellent enantioselectivity. A cyclohexyl-containing Box ligand was essential for the high enantioselectivity. Transformation of the enantiomerically enriched adducts into other chiral building blocks is also documented.

Angewandte Chemie, International Edition published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C10H10N2, Category: oxazolidine.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Yang, Ke published the artcileNickel-Catalyzed Decarboxylative Arylation of Heteroarenes through sp² C-H Functionalization, Category: oxazolidine, the publication is European Journal of Organic Chemistry (2014), 2014(34), 7586-7589, database is CAplus.

The direct decarboxylative arylation of hetereoarenes with benzoic acids through a nickel-catalyzed sp² C-H functionalization process was developed. This process provides the first examples of decarboxylative cross-coupling reactions with aromatic acids through nickel catalysis and tolerates a variety of functional groups. Moreover, this method provides efficient access to 2-aryl-substituted azoles, an important structural unit in natural products, medicinal compounds, and functional materials.

European Journal of Organic Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C10H9NO, Category: oxazolidine.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Xi, Yang published the artcilePalladium-Catalyzed Regio-, Diastereo-, and Enantioselective 1,2-Arylfluorination of Internal Enamides, Name: (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, the publication is Angewandte Chemie, International Edition (2021), 60(5), 2699-2703, database is CAplus and MEDLINE.

We herein describe a palladium-catalyzed three-component coupling of internal enamides, arylboronic acids, and Selectfluor to access the chiral β-fluoroaminated moiety with up to 99% ee. The prefunctionalized oxazolidinone substituted alkene enables the expedient construction of two vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities. The synthetic application is exhibited by selective transformation of the product into various vicinal benzylic fluoride derivatives

Angewandte Chemie, International Edition published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C4H6O3, Name: (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Wu, Yongqi published the artcileIdentification of Novel Tricyclic Benzo[1,3]oxazinyloxazolidinones as Potent Antibacterial Agents with Excellent Pharmacokinetic Profiles against Drug-Resistant Pathogens, SDS of cas: 1219707-39-7, the publication is Journal of Medicinal Chemistry (2021), 64(6), 3234-3248, database is CAplus and MEDLINE.

A series of conformationally constrained novel benzo[1,3]oxazinyloxazolidinones were designed, synthesized, and evaluated on their activities against Mycobacterium tuberculosis, Gram-pos. bacteria, and Gram-neg. bacteria. The studies identified a new compound 20aa that displayed good to excellent antibacterial and antitubercular profiles against drug-resistant TB strains (MIC = 0.48-0.82μg/mL), MRSA (MIC = 0.25-0.5μg/mL), MRSE (MIC = 1μg/mL), VISA (MIC = 0.25μg/mL), and VRE (MIC = 0.25μg/mL) and some linezolid-resistant strains (MIC 1-2μg/mL). Compound 20aa was demonstrated as a promising candidate through ADME/T evaluation including microsomal stability, cytotoxicity, and inhibition of hERG and monoamine oxidase. Notably, 20aa showed excellent mouse PK profile with high plasma exposure (AUC_{0-âˆ?/sub> = 78 669 h·ng/mL), high peak plasma concentration (Cmax = 10 253 ng/mL), appropriate half-life of 3.76 h, and superior oral bioavailability (128%). The present study not only successfully provides a novel benzo[1,3]oxazinyloxazolidinone scaffold with superior druggability but also lays a good foundation for new antibacterial drug development.}

Journal of Medicinal Chemistry published new progress about 1219707-39-7. 1219707-39-7 belongs to oxazolidine, auxiliary class Other Aliphatic Heterocyclic,Oxazolidine,Chiral,Fluoride,Benzene,Amide,Alcohol,Anti-infection, name is (R)-3-(3-Fluoro-4-(1-methyl-5,6-dihydro-1,2,4-triazin-4(1H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one, and the molecular formula is C8H14O4, SDS of cas: 1219707-39-7.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Kulyk-Sindler, Marija published the artcileFormylation of 2,5-unsubstituted oxazoles: preparation and characterization of 2- and 5-formyl-4-methyloxazoles, SDS of cas: 20662-83-3, the publication is Heterocycles (1994), 38(8), 1791-6, database is CAplus.

Vilsmeier formylation of 4-methyloxazole gave a mixture of 4-methyl-5-oxazolecarboxaldehyde (2) and 4-methyl-2-oxazolecarboxaldehyde (3) in a 1:1 ratio. Both aldehydes were prepared unambiguously: aldehyde 2 by oxidation of 5-hydroxymethyl-4-methyloxazole and reduction of the chloride of 4-methyl-5-oxazolecarboxylic acid and aldehyde 3 by BuLi/DMF procedure. Aldehyde 2 sublimes in a refrigerator while aldehyde 3 forms hydrate, 5-dihydroxymethyl-4-methyloxazole.

Heterocycles published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, SDS of cas: 20662-83-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

St. Angelo, A. J. published the artcileChemical and instrumental analyses of warmed-over flavor in beef, Application of 4,5-Dimethyloxazole, the publication is Journal of Food Science (1987), 52(5), 1163-8, database is CAplus.

Raw, freshly cooked, stored, and recooked beef muscle samples were assessed by chem., instrumental, and sensory methods of analyses for flavor quality, with particular emphasis on warmed-over flavor (WOF). The character notes used by a trained sensory panel to describe WOF were cardboardy, rancid, stale, and metallic. Samples analyzed by direct gas chromatog. utilizing either packed of fused silica capillary columns showed that compounds usually associated with lipid oxidation reactions could be used as marker compounds to follow the development of WOF. Of the many compounds that appeared to be markers, hexanal and 2,3-octanedione as well as total volatiles showed a highly significant degree of correlation when compared to sensory scores and 2-thiobarbituric acid (TBA) numbers Many of the volatile compounds that were identified in WOF meat samples were also found in the distillates prepared for the TBA reaction.

Journal of Food Science published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C8H5F3N4, Application of 4,5-Dimethyloxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Collina, Simona published the artcileEfficient microwave and phosphine-free synthesis of trisubstituted olefins via Heck coupling, Application of 5-(4-Bromophenyl)oxazole, the publication is Letters in Organic Chemistry (2006), 3(1), 16-20, database is CAplus.

We describe an easy and convenient procedure for palladium-catalyzed Heck arylation of disubstituted olefins via microwave irradiation This method of synthesis produces trisubstituted olefins under phosphine-free conditions and in very short times.

Letters in Organic Chemistry published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C9H6BrNO, Application of 5-(4-Bromophenyl)oxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem