Ethanol heptane → HCID 68500325, compound

Participants

Reaction Steps

Trans-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(4-(trifluoromethyl)benzyl)piperidine-1-carboxylate (205 mg, 0.53 mmol) was subjected to chiral preparative HPLC (Column: Chiralpak IC (250×20), 5 μm particle size, mobile phase: Heptane/EtOH/FA 90/10/0.1, flow rate 18 mL/min) to yield (2S,4S)-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(4-(trifluoromethyl)benzyl)piperidine-1-carboxylate (77 mg, 38.5%), chiral purity 99.3% ee, Optical rotation [α]D20=+34.6 (acetonitrile, c=1) and (2R,4R)-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(4-(trifluoromethyl)benzyl)piperidine-1-carboxylate (87 mg, 43.5%), chiral purity 99.9% ee, Optical rotation [α]D20−30.2 (acetonitrile, c=1)

Provenance & Evidence