74590-67-3

Upstream product

• 60473-29-2 ethyl 2-(4-isobutylphenyl)-2-hydroxypropanoate 
• 41283-72-1 ibuprofen ethyl ester 
• 617-35-6 2-oxo-propionic acid ethyl ester 
• 15687-27-1 ibuprofen 
• 75580-94-8 β-ethoxy-4-isobutyl-α-methyl-β-(trimethylsiloxy)-styrene 
• 373-91-1 hypofluorous acid trifluoromethyl ester 
• 75-05-8 acetonitrile 
• 75580-94-8 [(Z)-1-Ethoxy-2-(4-isobutyl-phenyl)-propenyloxy]-trimethyl-silane 

Downstream Products

• 180293-49-6 2-fluoro-2-[4-(2-methylpropyl)phenyl]propionic acid 
• 1394168-88-7 di(naphthalen-1-yl)methyl 2-fluoro-2-(4-isobutylphenyl)propanoate 
• 1394168-98-9 di(naphthalen-1-yl)methyl 2-fluoro-2-(4-isobutylphenyl)propanoate 
• 180293-53-2 methyl 2-fluoro-2-[4-(2-methylpropyl)phenyl]propionate 

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

FLUORINATION OF AROMATIC α-HYDROXYESTERS WITH N,N-DIETHYL-1,1,2,3,3,3-HEXAFLUOROPROPANEAMINE

The reaction of N,N-diethyl-1,1,2,3,3,3-hexafluoropropaneamine (PPDA) with aromatic α-hydroxyesters exchanged F for OH and gave their corresponding fluorides.For example, ethyl 2-fluoro-2-(p-tolyl) acetate was obtained from the reaction of ethyl 2-hydroxy-2-(p-tolyl) actate with PPDA.

Synthesis of α-fluorocarbonyl compounds

Process for preparing an organic compound of the formula R2 R2 CFC(O)R3, which process comprises contacting and reacting in a reaction mixture which includes an inert solvent, at a temperature of -40° C. to -100° C., ROF and STR1 R is polyfluoroperhaloalkyl of 1-6 carbon atoms or FOCF2 ; R1 is hydrocarbyl of 1-6 carbon atoms; each R2 is selected from H, alkyl of 1-17 carbon atoms, cycloalkyl of 3-6 carbon atoms, aryl, heteroaryl and such alkyl, cycloalkyl, aryl and heteroaryl substituted by halogen or alkoxy of 1-6 carbon atoms; R3 is selected from H, alkyl and haloalkyl of 1-16 carbon atoms, cycloalkyl of 3-10 carbon atoms, aryl and haloaryl, OSi(R1)3, OH, NH2, alkoxy of 1-6 carbon atoms, aryloxy, NHR1 and NR12 wherein R1 is alkyl of 1-6 carbon atoms, N-arylamino and nitrogen or sulfur heterocyclic of 4-5 carbon atoms; R3 and one R2 taken together is a diradical which with the C=C group is carbocyclic, heterocyclic or haloheterocyclic, and recovering from the reaction mixture the compound of the formula R2 R2 CFC(O)R3.