HCID 18442425, compound → HCID 18442433, compound

Participants

Reaction Steps

To a solution of 1,1-dioxo-3,3-dibutyl-4-oxo-5-(4-chlorophenyl)-7-methylthio-8-methoxy-2,3,4,5-tetrahydro-1,5-benzothiazepine (Method 97; 0.41 g, 0.79 mmol) in anhydrous ether (15 ml) was added LiAlH4 (0.15 g, 3.97 mmol) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 hours. The reaction flask was cooled to 0° C. and the excess LiAlH4 was quenched by adding water (0.3 ml) and 2 M aqueous NaOH (0.3 ml). The mixture was filtered and the filtrate was dried and evaporated under reduced pressure. The crude product was purified by column chromatography using DCM as eluent to give the title compound 0.265 g (68%). NMR (300 MHz) 0.8–0.90 (m, 6H), 1.0–1.47 (m, 12H), 2.33 (s, 3H), 3.17 (s, 2H), 3.70 (s, 2H), 3.93 (s, 3H), 7.03–7.08 (m, 3H), 7.23–7.32 (m, 3H); m/z 496.

Provenance & Evidence