反应详情

A solution of Example 1C (0.20 g, 0.66 mmol), O-benzyl hydroxylamine hydrochloride (0.22 g, 1.4 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.17 g, 0.89 mmol), 1-hydroxybenzotriazole (0.14 g, 1.0 mmol), and N-methylmorpholine (0.40 mL, 3.6 mmol) in 5:1 dichloromethane/DMF (6 mL) at room temperature was stirred for 16 hours, diluted with dichloromethane, washed sequentially with aqueous NaHCO3, brine, 10% KHSO4, and brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 98:2/dichloromethane:methanol, and the purified concentrate was dissolved in saturated HCl/dioxane (8 mL), stirred for 1 hour, concentrated, treated with diethyl ether, then concentrated to provide the desired product.

1. washwashed sequentially with aqueous NaHCO3, brine, 10% KHSO4, and brine
2. dry with materialdried (MgSO4)
3. filtrationfiltered
4. concentrationconcentrated
5. customThe concentrate was purified by flash column chromatography on silica gel with 98:2/dichloromethane
6. concentrationmethanol, and the purified concentrate
7. dissolutionwas dissolved in saturated HCl/dioxane (8 mL)
8. concentrationconcentrated
9. additiontreated with diethyl ether
10. concentrationconcentrated