反应详情

A solution of 2-(2-tert-butoxycarbonyl-ethyl)-5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzoic acid 2-trimethylsilanylethyl ester (5.04 g, 9.13 mmol) in THF (100 mL) was treated with TBAF (20 mL, 1.0 M) at room temperature for 1 h. The reaction mixture was concentrated and purified using silica gel chromatography (hexanes/EtOAc 1/1) to afford the title compound as a colorless oil (4.04 g, 98%). 1H NMR (400 MHz, CDCl3): δ 1.38 (s, 9H), 2.37 (s, 3H), 2.55 (t, 2H, J=7.3 Hz), 2.98 (t, 2H, J=6.5 Hz), 3.15 (t, 2H, J=7.3 Hz), 4.26 (t, 2H, J=6.5 Hz), 4.35 (t, 2H, J=8.8 Hz), 6.99 (dd, 1H, J=2.9, 8.8 Hz), 7.18 (d, 1H, J=8.3 Hz), 7.38-7.43 (m, 3H), 7.49 (d, 1H, J=2.9 Hz), 7.97 (d, 2H, J=7.8 Hz). MS (ES) m/z 522.3 [M+H]+.

1. concentrationThe reaction mixture was concentrated
2. custompurified