HCID 126504123, compound → HCID 90014841, compound

Participants

Reaction Steps

2.36 g (4.61 mmol) of ethyl (2R)-3-[3-({N-[(benzyloxy)carbonyl]-4,4,4-trifluorovalyl}amino)-4-fluorophenyl]-2-methylpropanoate (Example 37A, mixture of 4 isomers) were dissolved in a mixture of 9.8 ml of ethanol and 9.8 ml of THF. The solution was inertized with argon, and 293 mg of palladium on carbon (10%) were added. The reaction mixture was stirred vigorously at standard pressure under an atmosphere of hydrogen overnight. Following filtration through kieselguhr and washing with dichloromethane/methanol, the filtrate was concentrated under reduced pressure and the residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 10:1→4:1) and separated. This gave 1.35 g of the target compound as diastereomer mixture 1 (77.2% of theory).

Provenance & Evidence