328-61-0

Basic information

• Product Name: N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide
• Synonyms: N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide
• CAS NO: 328-61-0
• Molecular Weight: 231.218
• Mol File: 328-61-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide(328-61-0)
• EPA Substance Registry System: N-(1,1,1-trifluoro-3-phenylpropan-2-yl)acetamide(328-61-0)

Safety Data

• Hazardous Substances Data: 328-61-0(Hazardous Substances Data)

Upstream product

• 404-20-6 (+/-)-1,1,1-trifluoro-3-phenyl-2-aminopropane 
• 75-36-5 acetyl chloride 

Downstream Products

• 1108200-12-9 (S)-N-acetyl-3-phenyl-1,1,1-trifluoro-2-propyl amine 
• 763907-26-2 (R)-3,3,3-trifluoro-1-phenyl-2-propylamine 
• 404-20-6 (+/-)-1,1,1-trifluoro-3-phenyl-2-aminopropane 

Relevant articles and documents

Chemoenzymatic dynamic kinetic resolution of α-trifluoromethylated amines: Influence of substitutions on the reversed stereoselectivity

Enzymatic resolution of α-trifluoromethylated amines via kinetic resolution (KR), dynamic kinetic resolution (DKR) employing CALB-Pd/Al 2O3, and a one-pot sequential process of KR/DKR/KR was investigated comparatively for the first time. Although CALB-catalyzed KR of α-trifluoromethylated amines with substituents of methyl (1a), isopropyl (1c), phenyl (1d) and benzyl group (1e) can provide good stereoselectivity factors E from 31 to >200 respectively, DKR and sequential process of KR/DKR/KR possess better practical application potential because of the higher conversion (62%-84%) and the similar enantiomeric excesses (90%-99%). The enantiopreference and inversion for the α-trifluoromethylated amines displayed by CALB were observed and explained by docking modes. Namely, for 1,1,1-trifluoro-2-propylamine (1a), the product amide with R-configuration was obtained, and the enantiopreference was converted to S for the amines (1b-1e) with substituents larger than methyl group. The catalysts recycle, and scale-up experiments were demonstrated successfully. All these results indicated the high efficiency and green feature of this enzymatic process, and its application significance.