Heptane → HCID 90021485, compound

Participants

Reaction Steps

Intermediates IX-2: The rac-(3S,3aR,6aR)-4,4-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole was resolved by high-performance liquid chromatography (HPLC) on a chiral phase (Chiralpak AD) using a 95:5-mixture of n-heptane and ethanol as the eluent to give the (3R,3aS,6aS)-4,4-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole (intermediate IXb-2) as the faster eluting enantiomer (11% yield) and the desired (3S,3aR,6aR)-4,4-difluoro-3-(2-fluoro-phenyl)-3-methyl-hexahydro-cyclopenta[d]isoxazole (intermediate IXa-2) as the slower eluting enantiomer (22% yield).

Provenance & Evidence