3-Iodophenol → HCID 16110640, compound

Participants

Reaction Steps

3-(2-(1-(tert-Butyldimethylsilyloxy)-7-phenylheptyl)oxazol-5-yl)phenol. The title compound was prepared from 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-5-(tributylstannyl)oxazole (99 mg, 0.149 mmol) and 3-iodophenol following General Procedure A. Flash chromatography (10-30% EtOAc/hexanes) yielded the title compound as a clear oil (29 mg, 41%): 1H NMR (CDCl3, 500 MHz) δ 7.79-7.77 (m, 1H), 7.62 (s, 1H), 7.56 (br s, 1H), 7.39-7.35 (m, 2H), 7.29-7.24 (m, 4 H), 7.09-7.04 (m, 2H), 4.95 (t, 1H, J=6.0 Hz), 2.65 (t, 2H, J=7.5 Hz), 2.05-1.95 (m, 2H), 1.67-1.64 (m, 2H), 1.47-1.34 (m, 6H), 0.97 (s, 9H), 0.17 (s, 3H), 0.07 (s, 3H); 13C NMR (CDCl3, 125 MHz) δ 164.3, 153.1, 148.8, 143.2, 129.7, 128.8, 128.6, 126.5, 126.0, 124.8, 121.0, 116.8, 115.6, 69.0, 37.0, 36.3, 31.8, 30.1, 26.2, 26.2, 25.5, 18.6, −4.5, −4.7.

Provenance & Evidence