280747-79-7

Basic information

• Product Name: N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide
• CAS NO: 280747-79-7
• Molecular Weight: 364.444
• Mol File: 280747-79-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide(280747-79-7)
• EPA Substance Registry System: N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide(280747-79-7)

Safety Data

• Hazardous Substances Data: 280747-79-7(Hazardous Substances Data)

Upstream product

• 140861-05-8 N-benzoyl-(R,S)-4-methylphenylalanine methyl ester 
• 111210-65-2 2-(1,3-dioxoisoindolin-2-yl)-3-(p-tolyl)propanoic acid 
• 29875-07-8 (4-methylbenzyl)magnesium chloride 
• 4599-47-7 p-methylphenylalanine 
• 85-44-9 phthalic anhydride 
• 75-64-9 tert-butylamine 

Downstream Products

• 280747-78-6 N-bromo-N-tert-butyl-N^α-phthaloyl-p-methylphenylalaninamide 

Relevant articles and documents

Mechanism of hydrogen atom transfer in the photolytic rearrangement of N-bromophenylalaninamide derivatives

Photolysis of N-bromo-N-tert-butyl-Na-phthaloylphenylalaninamide gave a 1:1 mixture of the diastereomers of 3-bromo-N-tert-butyl-Na-phthaloylphenylalaninamide. Reactions carried out with various concentrations of the N-bromoamide, and in the presence of 4-tert-butyltoluene, showed that the ratio of the product bromophenylalanine derivatives to 4-tert-butylbenzyl bromide varied as a function of the concentration of the N-bromoamide, indicating that the bromophenylalanine derivatives are formed through an intermolecular process and not by intramolecular 1,4-hydrogen atom transfer of the corresponding amidyl radical. Results of reactions of N-bromo-N-tert-butyl-Na-phthaloyl-p-methylphenylalaninamide are also consistent with this interpretation. Reactions of stereoselectively β-deuteriated derivatives of N-bromo-N-tert-butyl-Na-phthaloylphenylalaninamide established that the pro-S benzylic hydrogen of the phenylalaninamide is selectively abstracted, by a factor of ca. 3.8, in this intermolecular process.