反应详情

Crude (S)-tert-butyl 1-(1-fluorocyclohexyl)-3-(methylamino)propan-2-ylcarbamate and TeocOSu (137 mg, 0.5 mmol) were dissolved in 1:1 CH3CN/10% aqueous K2CO3 (20 mL). The mixture was stirred for 2 h. After this time all of the free amine was consumed. The CH3CN was removed in vacuo and the aqueous residue extracted with EtOAc (3×10 mL). The combine organic extracts washed with brine, dried over Na2SO4, filtered and evaporated. Flash chromatography on silica, eluting with 0-27% EtOAc in hexanes, afforded (S)-2-(trimethylsilyl)ethyl 2-(t-butoxycarbonylamino)-3-(1-fluorocyclohexyl)propyl(methyl)carbamate (70 mg).

1. customAfter this time all of the free amine was consumed
2. customThe CH3CN was removed in vacuo
3. extractionthe aqueous residue extracted with EtOAc (3×10 mL)
4. washThe combine organic extracts washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customevaporated
8. washFlash chromatography on silica, eluting with 0-27% EtOAc in hexanes