反应详情

[(1,1-Dimethylethyl)dimethylsilyl]chloride (37.5 g., 249 mmol.) was added to a solution of N-[(phenylmethoxy)carbonyl]-L-homoserine [prepared as described in Example 6(a), 41.56 mmol.] in dimethylformamide (125 ml.), followed by imidazole (33.95 g., 498 mmol.). The resulting light yellow solution was stirred at room temperature for 22 hours. Methanol (500 ml.) was added, the reaction mixture was stirred for an additional 6 hours, and then the methanol and most of the dimethylformamide were removed in vacuo. The remaining residue was taken up into ethyl acetate (800 ml.), washed with 10% citric acid (2×300 ml.), and the combined aqueous phase was extracted with ethyl acetate (300 ml.). The combined ethyl acetate phase was washed with water and brine, dried (sodium sulfate), concentrated, and the residue was evaporated with hexane to form a white powder. This powder was dried in vacuo to give 12.942 g. of title product.

1. stirringthe reaction mixture was stirred for an additional 6 hours
2. customthe methanol and most of the dimethylformamide were removed in vacuo
3. washwashed with 10% citric acid (2×300 ml.)
4. extractionthe combined aqueous phase was extracted with ethyl acetate (300 ml.)
5. washThe combined ethyl acetate phase was washed with water and brine
6. dry with materialdried (sodium sulfate)
7. concentrationconcentrated
8. customthe residue was evaporated with hexane
9. customto form a white powder
10. customThis powder was dried in vacuo
11. customto give 12.942 g