188591-75-5

Basic information

• Product Name: Benzeneacetic acid, a-[(trifluoroacetyl)amino]-, 1,1-dimethylethyl ester
• CAS NO: 188591-75-5
• Molecular Formula: C14H16F3NO3
• Molecular Weight: 303.281
• Mol File: 188591-75-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, a-[(trifluoroacetyl)amino]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, a-[(trifluoroacetyl)amino]-, 1,1-dimethylethyl ester(188591-75-5)
• EPA Substance Registry System: Benzeneacetic acid, a-[(trifluoroacetyl)amino]-, 1,1-dimethylethyl ester(188591-75-5)

Safety Data

• Hazardous Substances Data: 188591-75-5(Hazardous Substances Data)

Upstream product

• 354-38-1 2,2,2-trifluoroacetamide 
• 35132-16-2 tert-butyl α-bromo-α-phenylacetate 

Downstream Products

• 53934-78-4 2-aminophenylacetic acid tert-butyl ester 
• 2835-06-5 phenylglycin 

Relevant articles and documents

Chemoselective N-deprotection of tert-butyl 2-(trifluoroacetylamino) esters under PTC conditions: Synthesis of tert-butyl 2-aminocarboxylates

Trifluoroacetamide 1 is alkylated in good yields (77-83%) by tert-butyl 2-bromocarboxylates 3 under solid-liquid phase transfer catalysis (PTC) conditions [anhydrous K2CO3, triethyl(benzyl)ammonium chloride (TEBA; 10%), MeCN, 80°C]. The resulting tert-butyl 2-(trifluoroacetylamino) carboxylates 5 are chemoselectively hydrolysed in 75-95% yields to the corresponding tert-butyl 2-amino carboxylates, isolated as hydrochlorides 8, under liquid-liquid PTC conditions [CH2Cl2 or Et2O, aqueous 20% KOH, TEBA (10%), 25-40°C].