HCID 118106843, compound → HCID 118106595, compound

Participants

Reaction Steps

12.29 g (23.3 mmol) of tert-butyl 3-[3-({N-[(benzyloxy)carbonyl]-4,4,4-trifluorovalyl}amino)-4-fluorophenyl]propanoate (Example 33A, racemic diastereomer mixture) were dissolved in a mixture of 80 ml of ethanol and 20 ml of THF. The solution was inertized with argon, and 745 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 ethanol/THF, the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 20:1→4:1) and the diastereomers were separated:

Provenance & Evidence