Methyl iodide → HCID 22884165, compound

Participants

Reaction Steps

The title compound was prepared according to the procedure described in Example 7, Step C, except using 4-benzyl-1-tert-butoxycarbonyl-2(S)-(3-hydroxy-1-propyl)piperazine (1.02 g, 3.05 mmol), sodium hydride (0.183 g, 60% dispersion in oil, 4.58 mmol), and methyl iodide (0.247 mL, 3.97 mmol) in DMF (6 mL). The crude product was chromatographed on silica gel with 30% ethyl acetate in hexane to obtain the title compound as a clear oil (0.870 g). NMR (CDCl3, 300 MHz) δ 7.3 (5H, m), 4.05 (1H, m), 3.85 (1H, m), 3.46 (2H, AB q, J=12 Hz, D n=42 Hz), 3.39 (1H, m), 3.22 (3H, s), 3.04 (1H, t, J=13 Hz), 2.74 (1H, d, J=12 Hz), 2.66 (1H, d, J=12 Hz), 1.45-2.12 (7H, m), 1.44 (9H, s).

Provenance & Evidence