反应详情

The intermediate from Example 1 Step E (1.76 g, 3.99 mmol) was suspended in 150 mL THF and the flask was immersed in a room temperature water bath followed by the addition 11 mL (2.7 equiv) of a 1M solution of potassium tert-butoxide (in THF). After 45 minutes, 1.79 g of SEMCl (2.7 equiv) was added. The reaction was allowed to warm to ambient temperature overnight. The volatiles were removed in vacuo and the crude residue was dissolved in EtOAc and washed sequentially with a saturated solution of NaHCO3 and brine. The solution was dried with MgSO4 and filtered. Evaporation of the solvent under reduced pressure provided the crude residue that was purified on silica gel (gradient elution from 0 to 30% EtOAc/hexanes).

1. customwas immersed in a room temperature
2. customThe volatiles were removed in vacuo
3. dissolutionthe crude residue was dissolved in EtOAc
4. washwashed sequentially with a saturated solution of NaHCO3 and brine
5. dry with materialThe solution was dried with MgSO4
6. filtrationfiltered
7. customEvaporation of the solvent under reduced pressure