HCID 67962991, compound → HCID 67962996, compound

Participants

Reaction Steps

To a solution of C8 (110 mg, 0.233 mmol) in pyridine (10 mL) was added 5% platinum on carbon (35 mg, 0.0090 mmol), and the reaction was subjected to hydrogenation at 30 psi for 3 hours on a Parr shaker. After filtration through Celite, the filter pad was rinsed with EtOAc (10 mL) and the combined filtrates were concentrated in vacuo. Purification using silica gel chromatography (Gradient: 0% to 100% EtOAc in heptane) provided C9 as a solid. Yield: 55 mg, 0.15 mmol, 64%. LCMS m/z 359.2 (M+1). 1H NMR (400 MHz, CDCl3) δ 1.48 (s, 9H), 2.49 (br dd, J=14, 14 Hz, 1H), 3.30 (br dd, J=14, 7 Hz, 1H), 4.20-4.29 (m, 1H), 5.21 (AB quartet, JAB=15.2 Hz, ΔνAB=11.1 Hz, 2H), 5.61 (br s, 1H), 7.07-7.08 (m, 1H), 7.14-7.20 (m, 2H), 7.29-7.36 (m, 3H), 10.74 (br s, 1H).

Provenance & Evidence