71953-55-4

Basic information

• Product Name: 5(4H)-Oxazolone, 4-(1,1-dimethylethyl)-2-phenyl-
• CAS NO: 71953-55-4
• Molecular Formula: C13H15NO2
• Molecular Weight: 217.268
• Mol File: 71953-55-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 5(4H)-Oxazolone, 4-(1,1-dimethylethyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5(4H)-Oxazolone, 4-(1,1-dimethylethyl)-2-phenyl-(71953-55-4)
• EPA Substance Registry System: 5(4H)-Oxazolone, 4-(1,1-dimethylethyl)-2-phenyl-(71953-55-4)

Safety Data

• Hazardous Substances Data: 71953-55-4(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 4491-47-8 2-phenyl-4-isopropylidene-5(4H)oxazolone 
• 917-54-4 methyllithium 
• 33105-81-6 2-amino-3,3-dimethylbutanoic acid 
• 72756-21-9 2-(benzoylamino)-3,3-dimethylbutanoic acid 

Downstream Products

• 916902-76-6 4-tert-butyl-2-phenyloxazol-5-yl acetate 
• 1233532-33-6 (4R)-4-(2,2-bis(phenylsulfonyl)ethyl)-4-tert-butyl-2-phenyloxazol-5(4H)-one 
• 1233532-32-5 (4S)-4-(2,2-bis(phenylsulfonyl)ethyl)-4-tert-butyl-2-phenyloxazol-5(4H)-one 
• 1565852-49-4 4-tert-butyl-4-(2-(trimethylsilyl)ethynyl)-2-phenyloxazol-5(4H)-one 
• 56079-45-9 5,5-dimethyl-1-phenylhexane-1,4-dione 
• 162377-69-7 N-benzoyl-L-tert-leucine butyl ester 
• 65718-51-6 (2S)-methyl 2-benzoylamino-3,3-dimethylbutanoate 
• 147701-18-6 (R)-2-Benzoylamino-3,3-dimethyl-butyric acid methyl ester 
• 34084-19-0 4-tert-butyl-4-(3-oxo-3-phenyl-trans-propenyl)-2-phenyl-4H-oxazol-5-one 
• 21944-35-4 5-methoxycarbonyloxy-4-tert-butyl-2-phenyl-oxazole 
• 35500-93-7 2-tert-butyl-5-methyl-4-phenyl-oxazole 

Relevant articles and documents

Peptide-catalyzed conversion of racemic oxazol-5(4 H)-ones into enantiomerically enriched α-amino acid derivatives

We report the development and optimization of a tetrapeptide that catalyzes the methanolytic dynamic kinetic resolution of oxazol-5(4H)-ones (azlactones) with high levels of enantioinduction. Oxazolones possessing benzylic-type substituents were found to perform better than others, providing methyl ester products in 88:12 to 98:2 er. The mechanism of this peptide-catalyzed process was investigated through truncation studies and competition experiments. High-field NOESY analysis was performed to elucidate the solution-phase structure of the peptide, and we present a plausible model for catalysis.

Dynamic kinetic resolution of N-benzoyl-DL-amino acids via peptide bond forming reactions

Dynamic kinetic resolution (DKR) was demonstrated in the carbodiimide-mediated couplings of N-benzoyl-DL-amino acids with L-amino acid esters: the yields of the D-L-peptides significantly exceeded 50% in some cases. N-benzoyl-DL-t-leucine afforded the D-L-peptide almost exclusively (up to 96% yield) in the reaction with methyl L-prolinate, which is the most efficient DKR obtained in the field of amino acids and derivatives.

Kinetic resolutions of lndolines by a nonenzymatic acylation catalyst

The first method for the kinetic resolution of indolines through catalytic N-acylation is described. To improve the selectivity factor, new planar-chiral PPY-derived catalysts were synthesized, wherein the chiral environment was systematically modified. This work provides a rare example of a nonenzyme-based acylation catalyst for the kinetic resolution of amines. Copyright