(2R,4R)-Methyl 2-(3,4-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate → (2S,4S)-Methyl 2-(3,4-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate

Participants

Reaction Steps

Trans-methyl 2-(3,4-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (83 mg, 0.24 mmol) was subjected to chiral preparative HPLC (Column: ReproSil (250×20), 8 μm particle size, mobile phase: Heptane/(MTBE/MeOH 95/5) 70/30, flow rate 18 mL/min) to yield (2S,4S)-methyl 2-(3,4-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (45 mg, 54%), Chiral purity 99.6% ee and (2R,4R)-methyl 2-(3,4-difluorobenzyl)-4-(3-oxo-2,3-dihydroisoxazol-5-yl)piperidine-1-carboxylate (32 mg, 38%), Chiral purity 99.9% ee.

Provenance & Evidence