反应详情

1 M LiOH (2 mL) was added dropwise to a solution of 2-[(1-benzyloxycarbonylamino-2-methyl-propyl)-hydroxy-phosphinoylmethyl]-3-(6-bis(tert-butoxycarbonyl)amino-5-methyl-pyridin-3-yl)-propionic acid ethyl ester (100 mg, 0.145 mmol) in acetonitrile (2 mL). The mixture was stirred overnight and concentrated under reduced pressure. The mixture was purified by column chromatography (isopropanol/concentrated aqueous NH3/water, 4:2:1) to give impure product. The impure product was stirred with MeOH, filtered and concentrated under reduced pressure. The crude product was stirred with EtOH, filtered and concentrated under reduced pressure. The crude product was stirred with ethylacetate/ethanol, filtered and concentrated under reduced pressure to give 2-[(1-benzyloxycarbonylamino-2-methyl-propyl)-hydroxy-phosphinoylmethyl]-3-(6-tert-butoxycarbonylamino-5-methyl-pyridin-3-yl)-propionic acid (52 mg, 63.8%).

1. concentrationconcentrated under reduced pressure
2. customThe mixture was purified by column chromatography (isopropanol/concentrated aqueous NH3/water, 4:2:1)
3. customto give impure product
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. stirringThe crude product was stirred with EtOH
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. stirringThe crude product was stirred with ethylacetate/ethanol
10. filtrationfiltered
11. concentrationconcentrated under reduced pressure