150446-13-2

Basic information

• Product Name: (S)-2-benzoylamino-4-phenylbutyric acid
• Synonyms: (S)-2-benzoylamino-4-phenylbutyric acid
• CAS NO: 150446-13-2
• Molecular Weight: 283.327
• Mol File: 150446-13-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-2-benzoylamino-4-phenylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-benzoylamino-4-phenylbutyric acid(150446-13-2)
• EPA Substance Registry System: (S)-2-benzoylamino-4-phenylbutyric acid(150446-13-2)

Safety Data

• Hazardous Substances Data: 150446-13-2(Hazardous Substances Data)

Upstream product

• 89999-42-8 (S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine 
• 1401914-78-0 (S)-N-(1-furan-2-yl-3-phenylpropyl)benzamide 
• 1469876-42-3 C₂₆H₃₀N₂O₃ 
• 943-73-7 D-homophenylalanine 
• 98-88-4 benzoyl chloride 
• 6310-42-5 S-2-amino-4-carbonyl-4-phenylbutyric acid hydrochloride 

Downstream Products

• 106942-34-1 2-phenyl-4-phenylethyl-5(4H)-oxazolone 
• 5765-24-2 2-benzoylamino-3,4-dihydro-2H-naphthalen-1-one 

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.

Asymmetric synthesis of α- And β-amino acids by diastereoselective addition of triorganozincates to N-(tert-butanesulfinyl) imines

The diastereoselective addition of triorganozincates to (R)-N-(tert-butanesulfinyl)imines has been used as a key step to achieve the synthesis of highly enantiomerically enriched N-protected α- and β-amino acids. Desulfinylation of the addition products followed by benzoylation of the nitrogen atom of the obtained primary amines and oxidation of one of the substituents on the carbon atom connected to the nitrogen complete the sequence. Using the same configuration in the sulfinyl chiral auxiliary, α-amino acids with the (R) or the (S) configuration can be prepared by choosing the proper combination of imine and organozincate. α,α- Disubstituted α-amino esters with high enantiomeric purity can also be prepared when α-imino esters are the starting substrates.