反应详情

To a solution of [[3-(tert-butyldimethylsilanyloxy)propyl](4-methoxybenzenesulfonyl) amino]cyclohexylacetic acid benzyl ester (13.67 grams, 23.2 mmol) in methylene chloride (60 mL) at room temperature was added boron trifluoride etherate (21 mL, 171 mmol). After 20 minutes, the reaction was quenched by addition of saturated ammonium chloride solution and subsequent addition of ethyl acetate and water. The organic phase was separated, washed with brine and dried over magnesium sulfate. Evaporation of the solvent under vacuum gave an oil from which cyclohexyl[(3-hydroxypropyl)(4-methoxy-benzenesulfonyl)amino]acetic acid benzyl ester, a clear oil (11.25 grams, 100%), was isolated by flash chromatography on silica gel eluting with 20% ethyl acetate in hexane and then 40% ethyl acetate in hexane.

1. customthe reaction was quenched by addition of saturated ammonium chloride solution and subsequent addition of ethyl acetate and water
2. customThe organic phase was separated
3. washwashed with brine
4. dry with materialdried over magnesium sulfate
5. customEvaporation of the solvent under vacuum