HCID 11200815, compound → HCID 11198120, compound

Participants

Reaction Steps

A degassed solution of 13 (134 mg, 0.32 mmol) in methanol containing 10% Pd/C (27 mg) was hydrogenated under 16 psi for 24 h. The mixture was filtered through a pad of celite and the filtered solution was concentrated under reduced pressure to afford 16 (100 mg, 95%) as a colourless oil. M.p. 68-69° C. [α]20D −2° (c 1.1, MeOH). 1H-NMR [300 MHz, acetone-d6] δ 0.87-0.91 (2d, J=7, 6H), 1.09-1.12 (2d, 6H), 1.46 (m, 1H), 1.70 (m, 2H), 1.90-2.10 (m, 5H), 2.49 (m, 1H), 2.70 (m, 1H), 3.30 (m, 1H), 3.49 (dt, J1=8, J2=10, 1H), 3.61-3.75 (m, 2H), 4.71 (dd, J1=5, J2=11, 1H). 13C-NMR (75 MHz, CDCl3) δ 16.4, 16.6, 21.1, 23.0, 24.3, 25.0, 30.8, 32.6, 36.6, 36.9, 40.6, 48.0, 53.4, 67.5, 171.8, 174.2, 176.2. ESI-MS Calcd for C17H28N2O4: 324.20. Found: 323.3 (M−1)+.

Provenance & Evidence