反应详情

Hydroxyamine hydrochloride (20.9 mg, 0.3 mmol) and triethylamine (0.04 mL, 0.3 mmol) were dissolved in EtOH (30 mL). After stirring for 10 min, anhydride 1 (109 mg, 0.3 mmol) was added. The mixture was refluxed overnight and then concentrated in vacuo. The resulting product was purified by silica gel column chromatography using CH2Cl2/acetone (2:1, v/v) to afford 24 (16 mg, 15%) as a yellow powder. mp 255° C. (decomp.); 1H NMR (DMSO-d6) δ 10.78 (s, 1H, OH), 8.40 (s, 1H, H4), 7.89 (d, 1H, H5, J=8.7 Hz), 7.54 (d, 1H, H6, J=8.7 Hz), 6.94 (s, 1H, H2′), 6.90 (d, 1H, H5′, J=7.8 Hz), 6.79 (d, 1H, H6′, J=7.8 Hz), 6.08 (s, 2H, 3′,4′-OCH2O—), 5.96 (AB, 2H, 7,8-OCH2O—, Δδ=5.7 Hz); MS (FAB, positive) m/z 378 [M+H]+.

1. temperatureThe mixture was refluxed overnight
2. concentrationconcentrated in vacuo
3. customThe resulting product was purified by silica gel column chromatography