Acetic Anhydride → HCID 68873892, compound

Participants

Reaction Steps

To a solution of Example 171B (54 mg, 0.15 mmol) in anhydrous pyridine (0.5 mL) was added acetic anhydride (50 μL, 0.53 mmol). The resulting mixture was stirred under a N2 atmosphere at r.t. for 16 h, diluted with dichloromethane (10 mL), and extracted with 0.2 N HCl (2× 10 mL). The organic layer was dried over Na2SO4, and the crude product was purified by column chromatography on silica gel using a solvent gradient of 25-50% ethyl acetate in hexane. The title compound was obtained as a colorless solid (50 mg, 83%). 1H NMR (300 MHz, CDCl3) δ 0.51 (m, 1H), 0.71 (d, J=6.62 Hz, 3H), 0.77 (d, J=6.62 Hz, 3H), 0.94 (m, 2H), 1.39 (m, 2H), 1-64 (m, 3H), 2.04 (m, 1H), 2.04 (s, 3H), 2.26 (m, 1H), 2.49 (m, 1H), 3.16 (m, 1H), 3.47 (m, 1H), 3.59 (s, 3H), 4.11 (m, 1H), 4.25 (m, 1H), 4.41 (m, 1H), 4.97 (m, 1H), 7.14 (m, 4H).

Provenance & Evidence