反应详情

温度

40 °C

A soluton of tert-butyl(3R)-6-cyclohexyl-3-[3-({[(4-methylphenyl)sulfonyl]oxy}methyl)-1,2,4-oxadiazol-5-yl]hexanoate (preparation 177) (1.2 g, 2.37 mmol) in THF (40 ml) was treated with concentrated ammonia solution and heated in a bomb at 40° C. for 18 hours. The reaction mixture was diluted with EtOAc and washed with sat. NaHCO3 solution followed by brine. The organic extract was dried over anhydrous MgSO4, filtered and the solvent removed under reduced pressure. The colourless oil was purified on a silica column eluting with a solvent gradient of pentane:EtOAc (4:1) gradually changing to (1:1) and then changing to DCM:MeOH:NH3 (95:5:0.5) to afford the title compound as a colourless oil (782 mg, 94%).

1. washwashed with sat. NaHCO3 solution
2. extractionThe organic extract
3. dry with materialwas dried over anhydrous MgSO4
4. filtrationfiltered
5. customthe solvent removed under reduced pressure
6. customThe colourless oil was purified on a silica column
7. washeluting with a solvent gradient of pentane:EtOAc (4:1)