HCID 126504117, compound → HCID 90023877, compound

Participants

Reaction Steps

2.60 g (5.07 mmol) of ethyl (2S)-3-[3-({N-[(benzyloxy)carbonyl]-4,4,4-trifluorovalyl}amino)-4-fluorophenyl]-2-methylpropanoate (Example 36A, mixture of 4 isomers) were dissolved in a mixture of 10.7 ml of ethanol and 10.7 ml of THF. The solution was inertized with argon, and 322 mg of palladium on carbon (10%) were added. The reaction mixture was stirred vigorously at standard pressure under an atmosphere of hydrogen overnight. After filtration through kieselguhr and washing with dichloromethane/methanol, the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 10:1→4:1) and separated. This gave 1.39 g of the title compound as diastereomer mixture 1 (72.4% of theory).

Provenance & Evidence