反应详情

A 0.5 N potassium bisulfate aqueous solution (7.9 mL) was added to a suspension of dicyclohexylammonium (R)-t-butoxycarbonylamino-(4-chloro-phenyl)acetate (605.6 mg, 1.30 mmol) in ether (16 mL), and the mixture was stirred for 10 minutes. Then, the aqueous layer was extracted with ether. The organic layer was washed with water and then brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was dissolved in benzene (3.6 mL) and methanol (1.8 mL). A solution of trimethylsilyldiazomethane in ether (2 M, 0.71 mL, 1.43 mmol) was added dropwise under cooling with ice, and then the mixture was stirred for 10 minutes. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=4/1) to give the title compound (378.9 mg, 97%).

1. extractionThen, the aqueous layer was extracted with ether
2. washThe organic layer was washed with water
3. dry with materialbrine, dried over anhydrous magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. dissolutionThe resulting residue was dissolved in benzene (3.6 mL)
6. temperatureunder cooling with ice
7. stirringthe mixture was stirred for 10 minutes
8. concentrationThe reaction mixture was concentrated under reduced pressure
9. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=4/1)