180293-46-3

Upstream product

• 617-35-6 2-oxo-propionic acid ethyl ester 
• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 130405-71-9 (±)-ethyl 2-(4-chlorophenyl)propanoate 
• 100126-96-3 ethyl 2-(4-chlorophenyl)-2-hydroxypropionate 

Downstream Products

• 1394168-94-5 2-(4-chlorophenyl)-2-fluoropropanoic acid 
• 1394168-84-3 di(naphthalen-1-yl)methyl 2-(4-chlorophenyl)-2-fluoropropanoate 

Relevant academic research and scientific papers

A new method for production of chiral 2-aryl-2-fluoropropanoic acids using an effective kinetic resolution of racemic 2-aryl-2-fluoropropanoic acids

We report a new method for the preparation of chiral 2-aryl-2- fluoropropanoic acids, including 2-fluoroibuprofen, a fluorinated analogue of non-steroidal anti-inflammatory drugs (NSAIDs), by the kinetic resolution of racemic 2-aryl-2-fluoropropanoic acids using enantioselective esterification. By applying pivalic anhydride (Piv2O) as a coupling agent, bis(α-naphthyl)methanol [(α-Np)2CHOH] as an achiral alcohol, and (+)-benzotetramisole (BTM) as a chiral acyl-transfer catalyst, a series of racemic 2-aryl-2-fluoropropanoic acids were kinetically separated to afford the optically active carboxylic acids and the corresponding esters with good to high enantiomeric excesses. This technology can provide a convenient approach to furnish the chiral a-fluorinated drugs containing quaternary carbons at the α-positions in the 2-aryl-2-fluoropropanoic acid structure.

α-Fluoro analogues of inflammation inhibiting α-arylpropionic acids

2-Aryl-2-fluoropropionic acids were prepared by treatment of either ethyl α-hydroxy-carboxylates or cyanohydrin O-silyl ethers with diethylaminosulfur trifluoride and subsequent hydrolysis. The methyl ester of 2-fluoro-2-(4- isobutylphenyl)propionic acid