Isopropanol heptane → HCID 66732540, compound

Participants

Reaction Steps

Methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (670 mg, 1.73 mmol) was subjected to chiral preparative HPLC (Column: CelluCoat (250×50), 10 μm particle size, mobile phase: Heptane/EtOH 50/50, flow rate 120 mL/min) to yield (2R,4S)-methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (319 mg, 47%), Chiral purity 99.9% ee, optical rotation [α]D20=+53.4 (acetonitrile, c=0.5) and (2S,4R)-methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (332 mg, 49%), Chiral purity 99.3% ee, Optical rotation [α]D20=−47.6 (acetonitrile, c=0.5).

Provenance & Evidence