HCID 68903266, compound → HCID 178442324, compound

Participants

Reaction Steps

A solution of Example 17E (1.36 g, 3.35 mmol) in tetrahydrofuran(12 mL) and 2N HCl (6 mL) was stirred at 25° C. for 2 hours. The mixture was concentrated in vacuo and the resulting oil was triturated with ethyl acetate. The white hydrochloride salt was filtered, suspended in ethyl acetate, and basified to pH 10 with 1N NaHCO3. The ethyl acetate layer was dried (Na2SO4), filtered, and concentrated in vacuo to afforded the title compound as an amber oil (1 g, 84.8%) and used for the next step without further purification. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.34-0.51 (m, 1H), 0.63 (d, J=6.62 Hz, 3H), 0.69 (d, J=6.62 Hz, 3H), 0.72-0.89 (m, 1H), 0.92-1.09 (m, 1H), 1.16-1.31 (m, 1H), 1.46-1.77 (m, 2H), 4.23 (d, 1H), 4.30-4.40 (m, 1H), 5.71 (s, 1H), 6.84-6.95 (m, 2H), 7.06 (s, 1H), 7.19 (q, J=3.55 Hz, 3H), 7.45 (t, J=6.99 Hz, 1H), 7.61 (t, J=7.17 Hz, 1H), 7.84 (d, J=7.72 Hz, 1H), 7.87 (d, 1H), 11.78 (br.s, 1H); MS (ESI) m/z 352.0 (M+H)+.

Provenance & Evidence