反应详情

NaH (415 mg, 10.38 mmol) was added to BnOH, stirred at rt for 0.5 h. The NaOBn solution was transferred to a flask charged with (S)-2-(7-bromo-2-chloro-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate (65I) (1.6 g, 3.46 mmol). The reaction mixture was heated at 60° C. for 45 min. The reaction mixture was washed by sat NaHCO3, extracted by EtOAc, the organic phase was washed by brine, dry over MgSO4, filtered, concentrated down, distilled most NaOH off. The residue was purified by silica gel column, eluting by 0-50% EtOAc in hexanes.

1. temperatureThe reaction mixture was heated at 60° C. for 45 min
2. washThe reaction mixture was washed
3. extractionextracted by EtOAc
4. washthe organic phase was washed by brine
5. dry with materialdry over MgSO4
6. filtrationfiltered
7. concentrationconcentrated down
8. distillationdistilled most NaOH off
9. customThe residue was purified by silica gel column
10. washeluting by 0-50% EtOAc in hexanes