反应详情

(2S,3S,5S) -2-(2,6-Dimethylphenoxyacetyl) amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexane (175.1 g, 0.32 mol) and 500 ml CH2Cl2 were mixed with stirring. CF3CO2H (249 ml, 3.2 mol) was added and stirred 20-25 minutes, then the reaction mixture was poured into a separatory funnel containing 1000 ml of water and 200 ml of CH2Cl2. The resulting mixture was shaken carefully and the layers were separated. The organic layer was washed again with 500 ml of water, then 3×500 ml of NaHCO3 and finally 500 ml of brine. The organic solution was dried over MgSO4, filtered and concentrated to a golden oil that pulled into a foam 300 ml of diethyl ether was added to the crude product and shaken vigorously to dissolve. Within minutes solid began to crystallize and the mixture became thick. Enough diethyl ether was added to make the mixture stirrable and the mixture was stirred at room temperature for 1 hour. The solid was filtered and air dried to give the desired product as 115 g of white needles, 81% yield.

1. stirringstirred 20-25 minutes
2. additionthe reaction mixture was poured into a separatory funnel
3. stirringThe resulting mixture was shaken carefully
4. customthe layers were separated
5. washThe organic layer was washed again with 500 ml of water
6. dry with materialThe organic solution was dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated to a golden oil that
9. additionwas added to the crude product
10. stirringshaken vigorously
11. dissolutionto dissolve
12. waitWithin minutes solid began
13. customto crystallize
14. additionEnough diethyl ether was added
15. stirringthe mixture was stirred at room temperature for 1 hour
16. filtrationThe solid was filtered
17. customair dried