135235-90-4

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 141-82-2 malonic acid 
• 80369-15-9 1,1,1-trimethyl-N-(2,2,2-trifluoro-1-phenylethylidene)silanamine 
• 87537-01-7 2,2,2-Trifluoro-N-<α-(trifluoromethyl)benzylidene>acetamide 
• 45988-04-3 1-phenyl-2,2,2-trifluoroethylideneimine 
• 135235-93-7 4,5-dihydro-2,4-bis(trifluoromethyl)-4-phenyl-1,3-oxazin-6(6H)-one 

Relevant academic research and scientific papers

Access to Unprotected β-Fluoroalkyl β-Amino Acids and Their α-Hydroxy Derivatives

Unprotected β-(het)aryl-β-fluoroalkyl β-amino acids and their α-hydroxy derivatives can be readily obtained using a decarboxylative Mannich-type reaction without protection/deprotection steps. This protocol utilizes lithium hexamethyldisilazide and (het)arylfluoroalkyl ketones to generate NH-ketimine intermediates. The mild reaction conditions allow the preparation of original fluorinated β-amino acids as useful building blocks in a practical and scalable manner.

SYNTHESIS OF 3-AMINO-4,4,4-TRIFLUORO-3-PHENYLBUTYRIC ACID

By the action of bis(trifluoroacetic) anhydride on 2,2,2-trifluoroacetophenone imine in the presence of pyridine the N-(trifluoroacetyl) derivative of the imine is formed, and this reacts with alkyl vinyl ethers and with ketene with the formation, respectively, of dihydro-1,3-oxazines and of a dihydro-1,3-oxazin-6(6H)-one.The latter is converted by hydrolysis with dilute and with concentrated acids into 3-phenyl-N-(trifluoroacetyl)-3-(trifluoromethyl)-β-alanine and the free acid.