反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
产物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
A Dess-Martin reagent (1.2 g, 2.76 mmol) was added to a solution of benzyl 2-(cis-4-((tert-butyldimethylsilyl)oxy)cyclohexyl)-2-hydroxyacetate (650 mg, 1.72 mmol) in dichloromethane (10 ml) at room temperature, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was quenched with 10% sodium thiosulfate and was extracted with dichloromethane. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, was washed with saturated brine, and was dried over anhydrous magnesium sulfate, and the filtrate was concentrated under reduced pressure. The residue was chromatographed on silica gel column (hexane:ethyl acetate=95:5) to give the title compound as a yellow oil (450 mg, yield 69%).
WORKUP
后处理
- customThe reaction mixture was quenched with 10% sodium thiosulfate
- extractionwas extracted with dichloromethane
- washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
- washwas washed with saturated brine
- dry with materialwas dried over anhydrous magnesium sulfate
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was chromatographed on silica gel column (hexane:ethyl acetate=95:5)