Water → HCID 131735721, compound

Participants

Reaction Steps

To a solution of compound 4 (130 mg, 0.33 mmol) in pyridine (10 mL) was added hydroxylamine hydrochloride (140 mg, 2.0 mmol) at room temperature. After 14 h, water was added and the product extracted into EtOAc (50 mL×2). The combined extracts were dried, filtered and removed. The residue was purified by flash column chromatography (silica gel eluted with 10% EtOAc in hexanes) to afford compound 5 (105 mg, 82%): 1H NMR (CDCl3) δ 9.00 (s, br, 1H), 3.95-4.00 (m, 1H), 2.45-2.51 (m, 2H), 0.87 (s, 9H), 0.01 (s, 6H); 13C NMR (CDCl3) δ 171.0, 66.7, 48.5, 48.1, 47.4, 44.0, 41.9, 41.4, 38.2, 36.2, 34.1, 33.7, 27.9, 25.8, 25.4, 25.0, 23.4, 18.1, 17.0, −4.96, −4.91.

Provenance & Evidence