4-(Chlorosulfonyl)-2-hydroxybenzoic acid → 4-[4-(4,5-Dimethyl-2-naphthalen-2-ylmethyl-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-naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone (0.300 g, 0.681 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (0.209 g, 0.885 mmol). Purification on Dynamax C18 (80% CH3CN/H2O) gave 0.240 g (55%) of the title compound as a yellow solid, mp 130-135° C. 1H NMR (DMSO-d6) δ1.03 (d, 12 H), 1.83 (s, 3 H), 2.20 (s, 3 H), 3.09 (septet, 2 H), 4.01 (s, 2 H), 7.18 (d, 1 H), 7.43-7.48 (m, 5 H), 7.51 (s, 2 H), 7.77-7.79 (m, 2 H). 7.82-7.86 (m, 1 H), 8.05 (d, 1 H). IR (KBr) 3400, 2950, 1700, 1375 and 1190 cm−1. mass spectrum (−ESI) m/z 639 (M−H). Anal. Calcd. for C37H36O8S: C, 69.36; H, 5.66; N, 0.00. Found: C, 69.04; H, 5.77; N, 0.04.

Provenance & Evidence