反应详情

A solution of 1,2,3,4-tetrahydro-5-t-butyldiphenylsilyloxy-1-naphthaleneamine (0.21 g), 1-[4,5-bis(4-methylphenyl)oxazol-2-yl)butan-1,4-dione (0.12 g), NaBH3CN (84 mg) and KOH (30 mg) in acetic acid (0.5 ml) and methanol (4 ml). After being stirred for 3 days at room temperature, the solvent was evaporated in vacuo. The residue was partitioned between ethyl acetate and sat. NaHCO3. The organic layer was washed with brine. The dried solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel to give 1-[2-[4,5-bis(4-methylphenyl)oxazol-2-yl]pyrrolidin-1-yl]-1,2,3,4-tetrahydro-5-t-butyldiphenylsilyloxynaphthalene (0.24 g). FABMS (m/z): 702 (M+ -1) NMR (CDCl3, δ): 1.08 (9H, s), 1.58-3.04 (12H, m), 2.34 (3H, s), 2.36 (3H, s), 6.18-7.80 (21H, m)

1. customthe solvent was evaporated in vacuo
2. customThe residue was partitioned between ethyl acetate and sat. NaHCO3
3. washThe organic layer was washed with brine
4. customThe dried solvent was evaporated in vacuo
5. customThe residue was purified by chromatography on silica gel