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

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Reaction Steps

Trans-tert-butyl{[2-(2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}carbamate (5.90 g) was fractionated by high performance liquid chromatography (instrument: Prep LC 2000 (manufactured by Nihon Waters K.K.), column: CHIRALPAK AD (50 mm ID×500 mm L, manufactured by Dicel Chemical Industries, Ltd.), mobile phase: A) hexane 100%, B) ethanol 100%, mixing ratio: A/B=900/100, flow rate: 80 mL/min, column temperature: 30° C., sample injection amount: 200 mg (dissolved in 100 mL of mobile phase). A fraction solution containing an optically active compound having a shorter retention time under the above-mentioned high performance liquid chromatography conditions was concentrated to give the title compound (2.92 g, 99.6% ee). Enantiomer excess (ee) was measured by high performance liquid chromatography (column: CHIRALPAK AD (4.6 mm ID×250 mm L, manufactured by Dicel Chemical Industries, Ltd.), mobile phase: hexane/ethanol=900/100, flow rate: 1.0 mL/min, column temperature: 30° C., sample concentration: 0.5 mg/mL (mobile phase), injection volume: 10 μL).

Provenance & Evidence