反应详情

Same procedure as above with Z-Trp-NHCH2Ph (616 mg, 1.44 mmol), 10% Pd/C (153 mg) in MeOH/DMF (14.5 mL, 1/1). After purification by flash chromatography on silica gel (3-12% MeOH/CH2Cl2), Trp-NHCH2Ph was isolated as a pale yellow oil (351 mg, 83%). 1H NMR (300 MHz, CDCl3) δ 2.98 (dd, J=14.4 Hz, J=8.7 Hz, 1H, CH2), 3.44 (dd, J=14.4 Hz, J=4.1 Hz, 1H, CH2), 3.80 (dd, J=8.7 Hz, J=4.2 Hz, 1H, CHα), 4.46 (m, 2H, CH2 (Bn)), 7.06 (d, J=2.1 Hz, 1 aromatic H), 7.13-7.36 (m, 7 aromatic H), 7.41 (d, J=8 Hz, 1 aromatic H), 7.61 (m, 1H, NH amide), 7.72 (d, J=7.8 Hz, 1 aromatic H), 8.3 (broad s, 1H, NH indole). 13C NMR (75 MHz, MeOD) δ 30.5 (CH2 Trp), 42.7 (CH2 Ph), 55.4 (CHα), 109.3, 111, 118.1, 118.5, 121.2, 123.5, 126.8, 127, 127.1, 127.4, 128, 128.1, 136.8, 138 (14 aromatic C), 174.6 (CO amide).

1. customAfter purification by flash chromatography on silica gel (3-12% MeOH/CH2Cl2)