4-(Chlorosulfonyl)-2-hydroxybenzoic acid → 4-{4-[2-(3-Bromo-benzyl)-4,5-dimethyl-furan-3-carbonyl]-2,6-diisopropyl-phenoxysulfonyl}-2-hydroxy-benzoic Acid

Participants

Reaction Steps

The title compound was prepared according to the procedure in Example 4 using [2-(3-bromo-benzyl)-4,5-dimethyl-furan-3-yl]-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone (0.300 g, 0.639 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (0.197 g, 0.831 mmol). Purification on Dynamax C18 (95% CH3CN/H2O) gave 0.23 g (54%) of the title compound as an off white solid, mp 148° C. 1H NMR (DMSO-d6) δ 1.06 (d, 12 H), 1.80 (s, 3 H), 2.21 (s, 3 H), 3.08 (septet, 2 H), 3.87 (s, 2 H), 7.04 (d, 1 H), 7.21 (t, 1 H), 7.25 (s, 1 H), 7.38 (d, 1 H), 7.44 (s, 1 H), 7.48 (dd, 1 H), 7.51 (s, 2 H), 8.06 (d, 1 H). IR (KBr) 3400, 2950, 1680, 1650 and 1180 cm-1. mass spectrum (-ESI) m/z 667 (M-H). Anal. Calcd. for C33H33BrO8S: C, 59.19; H, 4.97; N, 0.00. Found: C, 58.86; H, 4.93; N, 0.07.

Provenance & Evidence