反应详情

The title compound was prepared according to the procedure in Example 4 using [2-(2-bromo-benzyl)-4,5-dimethyl-furan-3-yl]-(3-cyclopenty1-4-hydroxy-phenyl)-methanone (0.516g, 1.14 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (0.540 g, 2.28 mmol). Purification on 2% H3PO4/MeOH treated silica gel, eluting with a 15 & 25% EtOAc/hexane step gradient gave 0.509 g (68%) of the title compound as a brown solid, mp 72-82° C. 1H NMR (DMSO-d6) δ1.25-1.34 (m, 2 H), 1.50-1.55 (m, 2 H), 1.62-1.74 (m, 4 H), 1.77 (s, 3 H), 2.15 (s, 3 H), 2.95 (quintet, 1 H), 3.88 (s, 2 H), 7.10-7.15 (m, 2 H), 7.20 (d, 1 H), 7.27 (t, 1 H), 7.35-7.37 (m, 2 H), 7.48-7.58 (m, 3 H), 7.96 (dd, 1 H). IR (KBr) 3400, 2950, 1690, 1390 and 1190 cm−1. mass spectrum (−ESI) n/z 651 (M−H). Anal. Calcd. for C32H29BrO8S. 0.4H2O: C, 58.17; H, 4.55; N, 0.00. Found: C, 58.20; H, 4.55; N, 0.03.

1. customThe title compound was prepared
2. customPurification on 2% H3PO4/MeOH
3. additiontreated silica gel
4. washeluting with a 15 & 25% EtOAc/hexane step gradient