反应详情

5.31 g (9.61 mmol) of tert-butyl 1-[3-({N-[(benzyloxy)carbonyl]-4,4,4-trifluorovalyl}amino)-4-fluorobenzyl]cyclopropanecarboxylate (Example 32A, racemic diastereomer mixture) were dissolved in a mixture of 100 ml of ethanol and 20 ml of THF. The solution was inertized with argon, and 511 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 50:1→4:1) and the diastereomers were separated:

1. additionwere added
2. filtrationAfter filtration through kieselguhr
3. washwashing with ethanol/THF
4. concentrationthe filtrate was concentrated under reduced pressure
5. customThe residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 50:1→4:1)
6. customthe diastereomers were separated