4-(Chlorosulfonyl)-2-hydroxybenzoic acid → 4-[4-[2-(4-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-(4-bromo-benzyl)-4,5-dimethyl-furan-3-yl]-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone (1.30 g, 2.77 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (1.00 g, 4.22 mmol). Purification on Dynamnax C18 (90% CH3CN/H2O) gave 0.98 g (53%) of the title compound as an off white solid, mp 165-168° C. 1H NMR (DMSO-d6) δ1.05 (d, 12H), 1.80 (s, 3H), 2.19 (s, 3H), 3.06 (septet, 2H), 3.81 (s, 2H), 6.92 (d, 2H), 7.39 (dd, 2H), 7.44 (s, 1H), 7.45 (s, 2H), 7.48 (d, 1H), 8.05 (d, 1H). IR (KBr) 3400, 2950, 1680, 1375 and 1190 cm−1. mass spectrum (−ESI) m/z 667 (M−H). Anal. Calcd. for C33H33BrO8S: C, 59.20; H, 4.97; N, 0.00. Found: C, 59.18; H, 5.21; N, 0.08.

Provenance & Evidence