HRID77321
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of N-isoamyl-N-(6-acetoxy naphthalene-2-sulfonyl)-D-valine tert-butyl ester (0.75 g, 1.53 mmol) in ethanol-water (35 mL-15 mL) is added potassium carbonate (0.422 g, 3.05 mmol), and the reaction is heated to reflux for 16 h. The solvents are removed in vacuo, and the residue is redissolved in water and extracted three times with dichloromethane. The combined organic extracts are washed with sodium bicarbonate and brine, dried over sodium sulfate, and concentrated in vacuo. The crude product is purified by column chromatography (10% hexanes-ethyl acetate) to afford the title compound as a yellow oil (0.58 g, 85% yield).
WORKUP
后处理
- temperaturethe reaction is heated
- temperatureto reflux for 16 h
- customThe solvents are removed in vacuo
- dissolutionthe residue is redissolved in water
- extractionextracted three times with dichloromethane
- washThe combined organic extracts are washed with sodium bicarbonate and brine
- dry with materialdried over sodium sulfate
- concentrationconcentrated in vacuo
- customThe crude product is purified by column chromatography (10% hexanes-ethyl acetate)