反应详情

To a solution of (S)-ethyl 2-(3-(bromomethyl)-1-(4-chlorophenyl)naphthalen-2-yl)-2-tert-butoxyacetate from Example 22 (200 mg, 0.408 mmol) in acetonitrile (4 mL) was added N-methylmorpholine N-oxide (478 mg, 4.08 mmol) and 4 Å molecular sieves (200 mg). The reaction mixture was stirred at room temperature for 2 h. Additional N-methylmorpholine N-oxide (500 mg, 4.27 mmol) was added and the reaction mixture was stirred at room temperature for another 2 h. The reaction mixture was then filtered and the organics washed with sat. NaHCO3, extracted by DCM, dried over MgSO4. The organic layer was then filtered, concentrated down and purified by flash column chromatography (silica gel, ethyl acetate/hexanes) to provide 110 mg (64%) of the desired product. 1H-MNR 400 MHz (CDCl3) δ: 10.82 (s, 1H), 8.55 (s, 1H), 8.01 (d, J=4 Hz, 1H), 7.55-7.23 (m, 7H), 5.19 (s, 1H), 4.17-4.13 (m, 2H), 1.22 (t, J=7 Hz, 3H), 1.04 (s, 9H).

1. stirringthe reaction mixture was stirred at room temperature for another 2 h
2. filtrationThe reaction mixture was then filtered
3. washthe organics washed with sat. NaHCO3
4. extractionextracted by DCM
5. dry with materialdried over MgSO4
6. filtrationThe organic layer was then filtered
7. concentrationconcentrated down
8. custompurified by flash column chromatography (silica gel, ethyl acetate/hexanes)