反应详情

温度

80 °C

(S)-2-tert-Butoxycarbonylamino-3-(4-trifluoromethanesulfonyloxyphenyl) propionic acid methyl ester (1.88 g, 4.39 mmol, prepared as described in Preparation 23, was dissolved in glyme (58 ml) and water (4 ml). To this solution 2-methoxyphenylboronic acid (2.0 g, 13.16 mmol), tetrakistriphenylphosphine palladium (0) (2.79 g, 2.41 mmol) and potassium carbonate (2.12 g, 15.37 mmol) were added. The reaction mixture was degassed and then heated at 80° C. for 6 h. The mixture was diluted with EtOAc (100 ml), washed with saturated aqueous NaHCO3 (100 ml) and brine (100 ml) and dried over MgSO4. The mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography over silica gel (9:1 to 4:1 hexanes/EtOAc) to give (S)-2-tert-butoxycarbonylamino-3-(2′-methoxy-biphenyl-4-yl)-propionic acid methyl ester (1.1 g, 65%) as a white solid.

1. customas described in Preparation 23
2. customThe reaction mixture was degassed
3. additionThe mixture was diluted with EtOAc (100 ml)
4. washwashed with saturated aqueous NaHCO3 (100 ml) and brine (100 ml)
5. dry with materialdried over MgSO4
6. filtrationThe mixture was filtered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by flash chromatography over silica gel (9:1 to 4:1 hexanes/EtOAc)