反应详情

To a solution of (1R)-1-[[(1R)-4-hydroxy-1-(4,5-diphenyloxazol-2-yl) butyl]amino]-5-tert-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene (2.6 g) in CH2Cl2 (50 ml) was added SOCl2 (3 ml). After being stirred for 12 hours, the solvent was removed. The residue was dissolved in N,N-dimethylformamide (DMF) (15 ml) and K2CO3 (2 g) was added to the solution. After being stirred for 4 hours at the room temperature, the solution was poured into the mixture of ethyl acetate and water. The organic layer was washed with water and brine, dried over MgSO4 and evaporated in vacuo. The residue was purified by chromatography on silica gel to afford (1R)-1-[(2R)-2-(4,5-diphenyloxazol-2-yl)pyrrolidin-1-yl]-5-tert-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene (1.22 g). MS (m/z): 675 (M+) IR (Neat): 1560 cm-1NMR (CDCl3, δ): 1.75 (9H, s), 1.5-2.4 (8H, m), 2.7-3.2 (4H, m), 4.0-4.3 (2H, m), 6.15 (1H, d, J=8 Hz), 6.45 (1H, t, J=8 Hz), 6.92 (1H, d, J=8 Hz), 7.2-7.8 (20H, m)

1. customthe solvent was removed
2. dissolutionThe residue was dissolved in N,N-dimethylformamide (DMF) (15 ml)
3. additionK2CO3 (2 g) was added to the solution
4. stirringAfter being stirred for 4 hours at the room temperature
5. additionthe solution was poured into the mixture of ethyl acetate and water
6. washThe organic layer was washed with water and brine
7. dry with materialdried over MgSO4
8. customevaporated in vacuo
9. customThe residue was purified by chromatography on silica gel