HCID 23592304, compound → HCID 23592309, compound

Participants

Reaction Steps

4-Chloro-N-(2,5-dichlorophenyl)-N-(1R)(1-methyl-4-trityloxybutyl)benzenesulfonamide (5.25 g, 8.0 mmol) was treated with amberlyst 15 (excess, 50 g) in MeOH (150 mL) at room temperature. After 18 h the amberlyst was removed by filtration and the filtrate was concentrated in vacuo. Silica gel chromatography (20% EtOAc/hexanes) of the concentrate afforded 4-chloro-N-(2,5-dichlorophenyl)-N-(1R)(4-hydroxy-1-methylbutyl)benzenesulfonamide (3.75 g, 63% yield): 1H NMR (CDCl3) δ 7.74 (d, 2H, J=8.2 Hz), 7.34–7.52 (m, 5H), 4.18–4.41 (m, 1H), 3.35–3.61 (m, 2H), 1.61–1.72 (m, 2H), 1.77 (s, br, 1H), 1.05–1.09 (m, 3H)

Provenance & Evidence