反应详情

N,N'-carbonyldiimidazole (0.85 g) is added to a solution, cooled to 5° C., of (RS)-2-(2-dimethylaminophenyl)propionic acid (1 g) in dichloromethane (30 cc), and the mixture is stirred for 30 minutes at this temperature. A solution of (3aR, 7aR)-7,7-diphenylperhydro-4-isoindolone hydrochloride (1.7 g) and triethylamine (1.4 cc) in dichloromethane (30 cc) is added. The reaction mixture is stirred at 20° C. for 16 hours, washed with water (2×100 cc), dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). The residue is chromatographed on a column of silica gel (0.2-0.063 mm, diameter 3 cm, height 50 cm), eluting under a nitrogen pressure of 0.5 bar with ethyl acetate and collecting 125-cc fractions. Fractions 4 to 6 are combined and concentrated to dryness under reduced pressure (2.7 kPa) to give (3aR, 7aR)-2-[(RS)-2-(2-dimethylaminophenyl)propionyl]-7,7-diphenylperhydro-4-isoindolone (1.4 g) in the form of white meringue-like product;

1. stirringThe reaction mixture is stirred at 20° C. for 16 hours
2. washwashed with water (2×100 cc)
3. dry with materialdried over magnesium sulphate
4. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
5. customThe residue is chromatographed on a column of silica gel (0.2-0.063 mm, diameter 3 cm, height 50 cm)
6. washeluting under a nitrogen pressure of 0.5 bar with ethyl acetate
7. customcollecting 125-cc fractions
8. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)