反应详情

To a stirring slurry of N-Boc-hydroxy proline (78 g), HATU (128 g), and EtOAc (558 g), at 0° C., was added diisopropylethylamine (65 g). After 45 min, a solution containing vinylcyclopropylammonium tosylate (100 g), diisopropylethylamine (65.0 g), and EtOAc (366 g) was added to the activated ester solution. After 3 h at 10° C., the reaction slurry was filtered and the resulting cake was rinsed with EtOAc (1.8 kg). The resulting filtrate was washed with a 10% aqueous solution of NaCl (5×770 g). The product-containing organic layer was filtered, concentrated under reduced pressure, diluted with EtOAc (450 g), and then filtered again. The assay yield of the final product-containing solution was determined to be 85%.

1. waitAfter 3 h at 10° C.
2. filtrationthe reaction slurry was filtered
3. washthe resulting cake was rinsed with EtOAc (1.8 kg)
4. washThe resulting filtrate was washed with a 10% aqueous solution of NaCl (5×770 g)
5. filtrationThe product-containing organic layer was filtered
6. concentrationconcentrated under reduced pressure
7. additiondiluted with EtOAc (450 g)
8. filtrationfiltered again
9. additionThe assay yield of the final product-containing solution