反应详情

A solution of (R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (Example 15 g, 18.5 g, 80.7 mmol) in anhydrous THF (44.4 mL) was cooled to 0° C. BH3.Me2S (44.4 mL, 88.8 mmol) was added drop wise over 15 minutes. After complete addition, the mixture was allowed to warm to room temperature, and stirring was continued for 18 hours. The mixture was quenched with water, and extracted with ethyl acetate. The organic extract was dried over anhydrous Na2SO4, filtered, and concentrated. The resulting residue was flash chromatographed on silica gel (35% ethyl acetate in hexanes) to provide (R)-tert-butyl-2-(hydroxymethyl)piperidine-1-carboxylate as a white solid (14.2 g, 82%). MS 116 (MH+-boc)

1. customwas cooled to 0° C
2. additionAfter complete addition
3. customThe mixture was quenched with water
4. extractionextracted with ethyl acetate
5. extractionThe organic extract
6. dry with materialwas dried over anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. customchromatographed on silica gel (35% ethyl acetate in hexanes)