Isopropanol → HCID 45107306, compound

Participants

Reaction Steps

3-Ethoxy-3-(6-{[4-(trifluoromethyl)benzyl]oxy}pyridin-3-yl)propionic acid (200 mg) produced in Example 17 (17D) was dissolved in hexane (6 mL) and isopropanol (3 mL) and the resulting solution was subjected to optical resolution by high-performance liquid chromatography using a Chiralpak AD semi-preparative column (2.0 cm×25.0 cm, manufactured by Daicel Chemical Industries, Ltd.) (conditions: flow rate: 20 mL/min, solvent: hexane/isopropanol/trifluoroacetic acid=90/10/0.1 (v/v), detection wavelength: 220 nm). The solvent in the solution having been subjected to optical resolution was distilled off under reduced pressure, and a compound with a retention time of 7 minutes was obtained as (3S)-3-ethoxy-3-(6-{[4-(trifluoromethyl)benzyl]oxy}pyridin-3-yl)propionic acid (a white solid, 45 mg, yield: 23%), and a compound with a retention time of 10 minutes was obtained as (3R)-3-ethoxy-3-(6-{[4-(trifluoromethyl)benzyl]oxy}pyridin-3-yl)propionic acid (a white solid, 47 mg, yield: 24%).

Provenance & Evidence