Water → HCID 18442424, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3,3-dibutyl-4-oxo-5-(4-chlorophenyl)-7-bromo-8-methoxy-2,3,4,5-tetrahydro-1,5-benzothiazepine (Method 95; 0.67 g, 1.304 mmol), DCM (34 ml), water (34 ml) and potassium carbonate (0.554 g, 4.0 mmol) was added at 0° C. m-chloroperoxybenzoic acid (0.78 g, 3.2 mmol) in one portion. The reaction mixture was stirred at 0° C. for 10 h and then at room temperature for 14 hours. DCM (100 ml) and NaHCO3 (aq, sat; 150 ml) were added. The organic layer was separated, washed with brine, dried and evaporated under reduced pressure to give the title compound 0.68 g (96%). NMR (600 MHz) 0.7–0.92 (m, 6H), 1.0–1.60 (m, 10H), 1.70–1.92 (m, 2H), 2.30–3.7 (m, 2H), 3.99 (s, 3H), 7.16–7.20 (m, 2H), 7.24 (s, 1H), 7.34–7.37 (m, 2H), 7.44 (s, 1H); m/z 543.

Provenance & Evidence