反应详情

温度

0 °C

Diethyl azodicarboxylate (349 mg, 2.0 mmol) was added to a solution of 3-chlorobenzenesulfonic acid 3-hydroxy-5-methylphenyl ester (600 mg, 2.0 mmol), as prepared in the preceding step, N-tert-butoxycarbonyl-4-piperidinemethanol (430 mg, 2.0 mmol), as prepared in step (b) of Example 1, and triphenylphosphine (525 mg,. 2.0 mmol) in tetrahydrofuran (20 mL) at 0° C. The mixture was stirred at 0° C. for 2 H and at room temperature for 3 H. The reaction was quenched with water (50 mL) and extracted with ethyl acetate (3×50 mL). The organic phase was washed with saturated NaHCO3 (2×50 mL), brine (2×50 mL) and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by flash column chromatography (1:3 ethyl acetate/hexane) to give the tide compound as a colorless liquid (800 mg, 81%).

1. customThe reaction was quenched with water (50 mL)
2. extractionextracted with ethyl acetate (3×50 mL)
3. washThe organic phase was washed with saturated NaHCO3 (2×50 mL), brine (2×50 mL)
4. dry with materialdried over Na2SO4
5. customThe solvent was removed in vacuo
6. customthe residue was purified by flash column chromatography (1:3 ethyl acetate/hexane)