反应详情

To a solution of 1-tert-butyl 2-methyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (970 g) in N,N-dimethylformamide (1000 mL) was added imidazole (591 g) at 0° C. Upon dissolution of the imidazole, tert-butyldimethylsilyl chloride (652 g) was added at 0° C. The reaction was stirred for 16 hours at room temperature, cooled to 0° C., and quenched with water (2.25 L). The mixture was extracted with ethyl acetate (4×), and the combined organic layer was washed with brine (3×), dried over magnesium sulfate, filtered, and concentrated to give 1-tert-butyl 2-methyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}pyrrolidine-1,2-dicarboxylate. The residue was used directly without further purification.

1. additionwas added at 0° C
2. temperaturecooled to 0° C.
3. customquenched with water (2.25 L)
4. extractionThe mixture was extracted with ethyl acetate (4×)
5. washthe combined organic layer was washed with brine (3×)
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated