Ethanol heptane → HCID 68504120, compound

Participants

Reaction Steps

Cis-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(3,4,5-trifluorobenzyl)piperidine-1-carboxylate (1.354 g, 3.68 mmol) was subjected to chiral preparative HPLC (Column: Chiralpak AD (250×20 mm), 5 μm particle size, mobile phase: Heptane/EtOH/FA 80/20/0.1, flow rate 18 mL/min) to yield (2R,4S)-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(3,4,5-trifluorobenzyl)piperidine-1-carboxylate (584 mg, 43%), Chiral purity 99.3% ee, Optical rotation [α]D20=+13.0 (acetonitrile, c=1.0) and (2S,4R)-methyl 4-(3-oxo-2,3-dihydroisoxazol-5-yl)-2-(3,4,5-trifluorobenzyl)piperidine-1-carboxylate (598 mg, 44%), Chiral purity 99.2% ee, Optical rotation [α]D20=−12.5 (acetonitrile, c=1.0)

Provenance & Evidence