反应详情

温度

85 °C

100 ml (201 mmol) of an aqueous 2M potassium carbonate solution and 4.4 g (3.80 mmol) of tetrakis palladium are introduced into a solution containing 33 g (77.3 mmol) of methyl (R)-2-tert-butoxycarbonylamino-3-(4-trifluoromethanesulfonyloxyphenyl)propionate, and 15 g (100 mmol) of 3-boronic acid-benzaldehyde (Example 28b) in 300 ml of ethylene glycol dimethyl ether. The reaction medium is heated at 85° C. for 20 h and, after a return to ambient temperature, extracted with ethyl acetate. The organic phase is washed with water and then a saturated sodium chloride solution, dried over magnesium sulfate, and concentrated. The residue obtained is purified by chromatography on a column of silica and eluted with a 7/3 heptane/ethyl acetate mixture. 10.2 g of coupled product are obtained with a 35% yield.

1. extractionafter a return to ambient temperature, extracted with ethyl acetate
2. washThe organic phase is washed with water
3. dry with materiala saturated sodium chloride solution, dried over magnesium sulfate
4. concentrationconcentrated
5. customThe residue obtained
6. customis purified by chromatography on a column of silica
7. washeluted with a 7/3 heptane/ethyl acetate mixture