反应详情

In tetrahydrofuran (400 ml) were dissolved 46.5 g (222 mmol) of benzyl (2-hydroxy-1-methylethyl)carbamate and 26.96 g (266 mmol) of triethylamine, and a solution of 27.96 g (244 mmol) of methanesulfonyl chloride in tetrahydrofuran was slowly dropped thereinto at 0° C. After the resulting mixture was stirred at room temperature for 5 hours, the triethylamine hydrochloride precipitated was filtered under reduced pressure and washed with ethyl acetate. The filtrate was concentrated under reduced pressure and water was added thereto, followed by three runs of extraction with ethyl acetate. The extract solution was washed with saturated aqueous sodium hydrogencarbonate solution and then saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off and the crude crystals thus obtained were washed twice with a solvent (hexane:ethyl acetate=4:1) to obtain 49.5 g (yield 78%) of 2-(benzyloxycarbonylamino)propyl methanesulfonate.

1. customat 0° C
2. customthe triethylamine hydrochloride precipitated
3. filtrationwas filtered under reduced pressure
4. washwashed with ethyl acetate
5. concentrationThe filtrate was concentrated under reduced pressure and water
6. additionwas added
7. extractionfollowed by three runs of extraction with ethyl acetate
8. washThe extract solution was washed with saturated aqueous sodium hydrogencarbonate solution
9. dry with materialsaturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate
10. distillationThe solvent was distilled off
11. customthe crude crystals thus obtained
12. washwere washed twice with a solvent (hexane:ethyl acetate=4:1)