97015-54-8

Upstream product

• 149597-92-2 (S)-β,β-diphenyl-α-alanine 
• 98-88-4 benzoyl chloride 
• 1562416-76-5 N-benzoyl-L-β,β-diphenylalanine 
• 842-74-0 4-benzylidene-2-phenyloxazole-5(4H)-one 
• 71-43-2 benzene 
• 101878-17-5 2-benzoylamino-3-methoxy-3-phenyl-propionic acid 
• 15732-43-1 (E)-2-phenyl-4-benzylidene-5(4H)-oxazolone 
• 95165-90-5 2-benzoylamino-3,3-diphenyl-propionic acid 

Downstream Products

• 1562416-41-4 N-benzoyl-L-β,β-diphenylalanine methyl ester 
• 1562416-42-5 C₂₃H₂₁NO₃ 
• 97015-42-4 4-benzhydryl-2-phenyl-4H-thiazol-5-one 

Relevant academic research and scientific papers

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.