51127-13-0

Basic information

• Product Name: (S)-2-phenyl-4-methyl-5(4H)-oxazolone
• CAS NO: 51127-13-0
• Molecular Weight: 175.187
• Mol File: 51127-13-0.mol
• Article Data: 60

Chemical Properties

• CAS DataBase Reference: (S)-2-phenyl-4-methyl-5(4H)-oxazolone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-phenyl-4-methyl-5(4H)-oxazolone(51127-13-0)
• EPA Substance Registry System: (S)-2-phenyl-4-methyl-5(4H)-oxazolone(51127-13-0)

Safety Data

• Hazardous Substances Data: 51127-13-0(Hazardous Substances Data)

Upstream product

• 2198-64-3 N-benzoyl-L-alanine 
• 84537-31-5 2-phenyl-4-methyl-4-(3-methyl-2-butenyl)-Δ²-oxazolin-5-one 
• 98-88-4 benzoyl chloride 
• 7585-47-9 N-benzylalanine 
• 132353-23-2 2-(benzyloxy)-4,6-dimethoxy-1,3,5-triazin 
• 65-85-0 benzoic acid 
• 51127-13-0 2-phenyl-4-methyl-4H-oxazolin-5-one 
• 107-18-6 allyl alcohol 
• 7244-67-9 methyl N-benzoylalaninate 
• 84620-27-9 2-phenyl-4-allyl-4-methyl-Δ²-oxazolin-5-one 
• 2198-64-3 N-Benzoylalanine 

Downstream Products

• 35574-02-8 1-isobutyryl-4-(4-methyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-1,4-dihydro-pyridine 
• 35494-85-0 4-(4-methyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-1-propionyl-1,4-dihydro-pyridine 
• 21944-29-6 4-methyl-2-phenyl-5-propionyloxy-oxazole 
• 21944-41-2 4-methyl-2-phenyl-4-propionyl-4H-oxazol-5-one 
• 91815-06-4 N-(2-Furan-2-yl-1,3-dimethyl-4-oxo-azetidin-3-yl)-benzamide 
• 91815-08-6 N-(1,3-Dimethyl-2-oxo-4-thiophen-2-yl-azetidin-3-yl)-benzamide 
• 91815-07-5 N-(1-Ethyl-2-furan-2-yl-3-methyl-4-oxo-azetidin-3-yl)-benzamide 
• 55686-06-1 rac-4-benzyl-4-methyl-2-phenyl-1,3-oxazol-5(4H)-one 
• 65563-98-6 2-benzoylamino-2-methyl-propionic acid methyl ester 
• 82706-63-6 4-Cyclohex-2-enyl-4-methyl-2-phenyl-4H-oxazol-5-one 
• 7244-67-9 N-benzoyl-L-alanine methyl ester 
• 7260-27-7 (R)-N-benzoylalanine methyl ester 
• 31120-55-5 N-(1-benzoyl-3,5-dimethyl-2,4-dioxo-pyrrolidin-3-yl)-benzamide 
• 1575-95-7 N-acetylbenzamide 

Relevant articles and documents

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: Access to chiral benzothiazolopyrimidine derivatives

An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-benzothiazolimines with azlactones has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20?:?1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines bearing adjacent tertiary and quaternary stereogenic centers.

Palladium-catalyzed asymmetric decarboxylative allylation of azlactone enol carbonates: Fast access to enantioenriched α-allyl quaternary amino acids

We report a fast protocol for the synthesis of enantioenriched quaternary 4-allyl oxazol-5-ones. The key step is a Pd-catalyzed enantioselective Tsuji allylation of azlactone allyl enol carbonates, which can be easily prepared starting from racemic α-amino acids. The use of (R,R)-DACH-phenyl Trost chiral ligand allowed the attainment of the allylated derivatives in very good yields (83–98 %) and with ee up to 85 %. Scaling up the allylation protocol to gram quantities did not affect the yields end ee values. The produced 4-allyl azlactones can be converted into the corresponding quaternary amino acids or submitted to further synthetic elaborations exploiting the allyl moiety as a handle for the attachment of alkyl and aryl groups. After hydrolysis of the azlactone ring, the zwitterionic amino acids can be attained in enantiopure or nearly optically pure form through only one recrystallization step.