反应详情

A solution of NaIO4 (5.6 g, 26 mmol) in water (30 mL) and RuCl3 (14 mg) were added to a solution of Boc-(R)-piperidine-3-carboxylic acid (1.5 g, 6.6 mmol) in EtOAc (30 mL). The reaction mixture was stirred overnight at ambient temperature. The two layers were separated and the aqueous phase was extracted with EtOAc (50 mL×3). The combined organic phases were washed with brine (50 mL×3), dried over anhydrous sodium sulfate, and concentrated. The residue was purified by flash column chromatography on silica gel (CH2Cl2/MeOH=20:1) to afford (S)-1-(tert-butoxycarbonyl)-6-oxopiperidine-3-carboxylic acid (790 mg, 49% yield) as a pale yellow solid.

1. customThe two layers were separated
2. extractionthe aqueous phase was extracted with EtOAc (50 mL×3)
3. washThe combined organic phases were washed with brine (50 mL×3)
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe residue was purified by flash column chromatography on silica gel (CH2Cl2/MeOH=20:1)