Isopropanol → tert-butyl {[(1S,2S)-2-(5-fluoro-2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}carbamate

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Reaction Steps

Trans-tert-butyl{[2-(5-fluoro-2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}carbamate (735 mg) was fractionated by high performance liquid chromatography (instrument: K-Prep (manufactured by YMC), column: CHIRALPAK AS (50 mm ID×500 mm L, manufactured by Dicel Chemical Industries, Ltd.), mobile phase: A) hexane 100%, B) 2-propanol 100%, mixing ratio: A/B=900/100, flow rate: 80 mL/min, column temperature: 25° C., sample concentration: 21 mg/mL (hexane/2-propanol=900/100), injection amount: 735 mg). A fraction solution containing an optically active compound having a longer retention time under the above-mentioned high performance liquid chromatography conditions was concentrated to give the title compound (353 mg, 99.9% ee). Enantiomer excess (ee) was measured by high performance liquid chromatography (column: CHIRALPAK AS (4.6 mm ID×250 mm L, manufactured by Dicel Chemical Industries, Ltd.), mobile phase: hexane/2-propanol=90/10, flow rate: 1.0 mL/min, column temperature: 30° C., sample concentration: 0.5 mg/mL (hexane/2-propanol=90/10), injection volume: 10 μL).

Provenance & Evidence