“…The aqueous phase was extracted with 20 mL of TBME and adjusted to pH 2-3 with aqueous HCl 1 M. Next, the aqueous phase was extracted with 40 mL of EtOAc. The organic phase was washed with The reaction mixture was diluted with 20 mL of DCM and was washed once with an aq solution of 5% NaHCO 3 (10 mL), twice with water (10 mL), once with brine (10 mL), dried over anhydrous Na 2 SO 4 , filtered and the solvent was removed in vacuo to afford 3.27 g (96%) of 14-o-nosylamide as an orange solid 1. H-NMR J = 7.8 and 1.2 Hz, 1H), 7.52 (d, J = 7.8 Hz, 1H), 7.32 (t, J = 8.4 Hz, 1H), 7.27 (m, 1H), 6.68 (s, 1H), 5.36 (s, 2H), 2.61 (s, 3H) ppm; 13 C-NMR (150 MHz, CDCl 3 ): δ 161.1, 159.4, 155.8, 149.4, 148.1, 139.5, 137.1, 133.6, 133.2, 132.4, 132.3, 131.3, 125.4, 124.8, 123.1, 121.3, 119.8, 117.1, 116.4, 102.8, 71.0, 25.6 ppm; HRMS (m/z) [M+H] + calcd for C 22 H 18 N 4 O 5 S = 451.1076, found = 451.1074.…”