反应详情

A suspension of 2-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-piperazin-1-yl]-thioacetamide (200 mg, 0.5 mmol) and 5-benzyloxycarbonylamino-4-bromo-3-oxo-pentanoic acid ethyl ester (370 mg, 1.0 mmol) is heated at 90° C. in a mixture of toluene/t-butanol, 1:1 (5 mL) for 16 h. The reaction is concentrated and purified using column chromatography (silica, 2%MeOH/CH2Cl2) to provide {5-(benzyloxycarbonylamino-methyl)-2-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-thiazol-4-yl}-acetic acid ethyl ester. 1H NMR (300 MHz, CDCl3) δ 7.87-7.81 (m, 3H), 7.45 (dd, 1H), 7.32 (s, 5H), 7.45 (bt, 1H), 5.07 (s, 2H), 4.73 (s, 2H), 4.42 (d, 2H), 4.13 (q, 2H), 3.90 (s, 2H), 3.76 (s, 2H), 3.61-3.55 (m, 2H), 3.50-3.43 (m, 2H), 1.24 (t, 3H); MS (ion spray) 677 (M+H)+.

1. concentrationThe reaction is concentrated
2. custompurified