Isopropanol heptane → HCID 66734693, compound

Participants

Reaction Steps

Cis-methyl 2-(3,5-dichlorophenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (2.000 g, 5.4 mmol) was subjected to chiral preparative HPLC (Column: CelluCoat (250×50 mm), 10 μm particle size, mobile phase: Heptane/EtOH 70/30, flow rate 120 mL/min) to yield (2R,4S)-methyl 2-(3,5-dichlorophenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (1.05 g, 50%), Chiral purity 99.6% ee, Optical rotation [α]D20=+67.1 (acetonitrile, c=1.0), and (2S,4R)-methyl 2-(3,5-dichlorophenyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (1.06 g, 50%), Chiral purity 97.6% ee, Optical rotation [α]D20=−58.4 (acetonitrile, c=1.0).

Provenance & Evidence