反应详情

温度

-78 °C

BuLi 2.5 M in hexanes (7.53 ml) was added dropwise to the solution of tert-butyl (cyclopropylsulfonyl)carbamate (1.81 g) in THF (40 ml) at −78° C. This solution was stirred at −78° C. for 1 hour then 2-methoxyethoxymethyl chloride (1.85 ml) was added dropwise. The reaction was allowed to warm to room temperature and was stirred for 3 days. The solvent was evaporated under reduced pressure and the residue was diluted with ethyl acetate. At this point, HCl (1 M) was added and the mixture was extracted with ethyl acetate (3×). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography (ISCO, 0 to 100% ethyl acetate in hexanes) to give the desired product (0.630 g) as a clear oil. LRMS (ES+) m/z 332.2 (M+Na)+.

1. temperatureto warm to room temperature
2. stirringwas stirred for 3 days
3. customThe solvent was evaporated under reduced pressure
4. additionthe residue was diluted with ethyl acetate
5. additionAt this point, HCl (1 M) was added
6. extractionthe mixture was extracted with ethyl acetate (3×)
7. washThe combined organic layers were washed with brine
8. dry with materialdried over magnesium sulfate
9. filtrationfiltered
10. customthe solvent was evaporated under reduced pressure
11. customThe residue was purified by flash chromatography (ISCO, 0 to 100% ethyl acetate in hexanes)