88058-32-6

Basic information

• Product Name: Benzenebutanoic acid, a-(benzoylamino)-
• Synonyms: DL-α-Benzamido-δ-phenylbuttersaeure;2-Benzoylamino-4-phenyl-butyric acid;2-Benzoylamino-4-phenyl-buttersaeure;Benzoyl-DL-γ-phenyl-α-amino-buttersaeure;DL-Benzoyl-γ-phenyl-α-amino-buttersaeure
• CAS NO: 88058-32-6
• Molecular Formula: C17H17NO3
• Molecular Weight: 283.327
• Mol File: 88058-32-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenebutanoic acid, a-(benzoylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenebutanoic acid, a-(benzoylamino)-(88058-32-6)
• EPA Substance Registry System: Benzenebutanoic acid, a-(benzoylamino)-(88058-32-6)

Safety Data

• Hazardous Substances Data: 88058-32-6(Hazardous Substances Data)

Upstream product

• 1012-05-1 D,L-homophenylalanine 
• 232598-62-8 N-(1-nitromethyl-3-phenyl-propyl)-benzamide 
• 98-88-4 benzoyl chloride 

Downstream Products

• 106942-41-0 4-Phenethyl-2-phenyl-4-(2,2,2-trifluoro-acetyl)-4H-oxazol-5-one 
• 106746-01-4 N-(3,3,3-Trifluoro-2-oxo-1-phenethyl-propyl)-benzamide 
• 65427-66-9 methyl 2-benzamido-4-phenylbutanoate 
• 106942-34-1 2-phenyl-4-phenylethyl-5(4H)-oxazolone 

Relevant articles and documents

Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes

A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsymmetrical dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex molecules.

Asymmetric synthesis of nonproteinogenic amino acids with l-amino acid transaminase: synthesis of (2S)-2-amino-4-oxo-4-phenylbutyric and (3E,2S)-2-amino-4-phenylbutenoic acids

2,4-Dioxo-4-phenylbutyric acid and 2-oxo-4-phenylbut-3-enoic acid are converted to the corresponding (S)-2-amino acids by recombinant Escherichia coli whole cells over-expressing aromatic transaminase from Enterobacter sp. BK2K-1 (AroATEs) in high yields (68-78%) and high enantiomeric purity (>99%) using l-aspartic acid as an amino donor.

SYNTHESIS OF FLUORINATED α-AMINO KETONES PART I: α-BENZAMIDOALKYL MONO- DI- AND TRIFLUOROMETHYL KETONES

2-Phenyl-5(4H)-oxazolones, obtained from α-amino acids, are reacted with di- and trifluoro acetic anhydride by a modified Dakin-West procedure to yield in a one-pot reaction α-benzamidoalkyl-di- and trifluoromethyl ketones in good yields.The monofluoromethyl analogues were also prepared from α-amino acids, however the use of the highly toxic fluoroacetic anhydride was avoided.The key step is the halogen exchange reaction on the corresponding bromomethyl ketone.