反应详情

To a solution of heptanoic acid (0.46 ml, 3.2 mmol) and H-Ser-OCH3 (0.5 g, 3.2 mmol) in CH2Cl2 (15 ml) were added HBTU (1.83 g, 4.8 mmol), HOBt (0.74 g, 4.8 mmol) and lastly diisopropylethylamine (2.8 ml, 16 mmol). Reaction was stirred overnight at room temperature. The resulting mixture was subjected to flash column chromatography (hexane/EtOAc, 1:2) yielding (S)—N-heptanoyl-serine methyl ester (588.6 mg, 79%) as yellowish oil. 1H NMR: δ=6.47 (b, 1H, NH), 4.69 (m, 1H, 2-H), 3.94 (m, 2H, 3-H), 3.79 (s, 3H, 1-OCH3), 2.27 (t, 3J=7.6 Hz, 2H, 2′-H), 1.63 (m, 2H, HHep), 1.29 (m, 6H, HHep), 0.88 (m, 3H, 7′-CH3) ppm.

1. customReaction