Reaction Steps
To a solution of COMPOUND 112 (59 mg, 0.11 mmol) in MeOH (1 mL) was added 6N HCl (2 mL) and the solution was stirred at room temperature for 26 hours to afford COMPOUND 142 as a white solid (36 mg, 67%) following a basic work-up and purification. 1H NMR (CDCl3) δ 0.91-1.12 (m, 2H), 0.98 (d, 3H, J=6.0 Hz), 1.51 (m, 1H), 1.68-1.75 (m, 3H), 2.09 (t, 1H, J=10.8 Hz), 2.31 (s, 6H), 2.49 (t, 1H, J=10.8 Hz), 2.71-2.83 (m, 3H), 3.22-3.34 (m, 2H), 3.67 (s, 2H), 3.88 (m, 1H), 6.50 (m, 4H), 6.93 (m, 3H), 7.34-7.48 (m, 4H), 8.48 (br s, 1H). 13C NMR (CDCl3) δ 13.36, 19.14, 29.10, 30.33, 30.92, 39.85, 43.62, 48.98, 52.18, 58.75, 60.55, 112.21, 116.34, 118.09, 127.24, 128.35, 128.91, 130.24, 130.63, 131.00, 131.49, 134.03, 138.60, 138.93, 141.24, 142.75, 169.89. ES-MS m/z 510 (M+H). Anal. Calcd. for C32H39N5O.0.1CH2Cl2.0.2C6H14: C, 74.70; H, 7.91; N, 13.08. Found. C, 74.89; H, 7.77; N, 13.20.
