(3S,3aR,6aR)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole → (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole
반응식
[F:1][C:2]1([F:18])[CH2:17][C@@H:5]2[C@:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])([CH3:9])[NH:7][O:8][C@@H:4]2[CH2:3]1>CCCCCCC.C(O)C>[F:18][C:2]1([F:1])[CH2:17][C@H:5]2[C@@:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])([CH3:9])[NH:7][O:8][C@H:4]2[CH2:3]1참가 물질
3
실험 절차
Intermediate IX-1: The racemate of (3S,3aR,6aR)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole was resolved on a chiral high-performance liquid chromatography (HPLC) column (Chiralpak AD) using n-heptane/ethanol (85:15) to give (3R,3aS,6aS)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole as the faster eluting enantiomer and the desired (3S,3aR,6aR)-5,5-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole as the slower eluting enantiomer. MS: m/z=258.2 [M+H]+.