反应详情

To a mixture of 2-(4-{[tert-Butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-methyl}-phenyl)-3-methoxy-acrylic acid methyl ester (97 mg, 0.2 mmol), 1H-imidazol-2-ylamine sulfate (29 mg, 0.223 mmol) and ethanol (10 mL) was added a solution of sodium methoxide (0.5 mL, 0.5 M in methanol, 0.25 mmol). The resulted mixture was refluxed for 18 h, additional 0.5 mL of sodium methoxide (0.5 M in methanol, 0.5 mmol) was added and continued to reflex for 20 h. The reaction was concentrated and diluted with EtOAc (30 mL) and washed with water (20 mL), brine (20 mL). The EtOAc solution was concentrated. The crude product was purified by flash chromatography (10% methanol in dichloromethane) to give desired product (48 mg, 48%) as white solid. 1NMR (300 MHz, CD3OD): δ 8.40 (s, 1H), 7.59 (br.s, 2H), 7.29 (m, 4H), 4.46 (s, 2H), 3.23 (m, 2H), 3.02 (m, 2H), 1.68 (m, 2H), 1.52 (br.d, 9H), 1. 42 (s, 9H). LCMS (EI) m/z: 498.1 (M+H+).

1. temperatureThe resulted mixture was refluxed for 18 h
2. concentrationThe reaction was concentrated
3. additiondiluted with EtOAc (30 mL)
4. washwashed with water (20 mL), brine (20 mL)
5. concentrationThe EtOAc solution was concentrated
6. customThe crude product was purified by flash chromatography (10% methanol in dichloromethane)