反应详情

温度

0 °C

{3-[(2R)-2-((2R)-2-Hydroxy-2-pyridin-3-ylethylamino)propyl]-1H-indol-7-yloxy}acetic acid (4 mg, 0.011 mmol) and potassium carbonate (3 mg, 0.022 mmol) are added to N,N-dimethylformamide (2 mL), and to the mixture is added at 0° C. 1-iodoethylcyclohexyl carbonate (J. Antibiot., vol. 40, no. 1, p. 81–90 (1987)) (7.8 mg, 0.026 mmol). The mixture is stirred at 0° C. for 2 hours, and thereto is added a saturated brine. The mixture is extracted with ethyl acetate, and the organic layer is washed with a saturated brine, dried over sodium sulfate, and concentrated. The residue is purified by silica gel column chromatography (methanol/chloroform=1/20 to 1/1) to give the desired {3-[(2R)-2-((2R)-2-hydroxy-2-pyridin-3-ylethylamino) propyl]-1H-indol-7-yloxy}-acetic acid 1-(cyclohexyloxycarbonyloxy)ethyl ester (1 mg, yield: 17%).

1. additionto the mixture is added at 0° C
2. extractionThe mixture is extracted with ethyl acetate
3. washthe organic layer is washed with a saturated brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated
6. customThe residue is purified by silica gel column chromatography (methanol/chloroform=1/20 to 1/1)