反应详情

In 10 ml of trifluoroacetic acid is dissolved 0.80 g of BOC-Gly-MePhe-NHNHCSNH2 and the solution is shaken for 10 minutes, concentrated, treated with ether and filtered to obtain a powder. This powder is dissolved in 10 ml of DMF, and after ice-cooling, the solution is neutralized with 0.20 ml of TEA followed by addition of 0.47 g of BOC-(D)-Asn-OH, 0.40 g of HONB and 0.45 g of DCC. The mixture is stirred for 20 hours, the precipitated DCU filtered off, the solvent distilled off and the residue dissolved in n-butanol. The solution is washed with a saturated aqueous solution of sodium hydrogen carbonate and water in that order and dried over anhydrous sodium sulfate. The solvent is distilled off and the residue is treated with ether and filtered to obtain a powder, which is further reprecipitated from methanol-ether. Yield 0.69 g; m.p. 124°-127° C.; [α]D24 -42.5° (c=1.0, DMF); Rf1 0.16.

1. concentrationconcentrated
2. additiontreated with ether
3. filtrationfiltered
4. customto obtain a powder
5. temperatureafter ice-cooling
6. stirringThe mixture is stirred for 20 hours
7. filtrationthe precipitated DCU filtered off
8. distillationthe solvent distilled off
9. dissolutionthe residue dissolved in n-butanol
10. washThe solution is washed with a saturated aqueous solution of sodium hydrogen carbonate and water in that order
11. dry with materialdried over anhydrous sodium sulfate
12. distillationThe solvent is distilled off
13. additionthe residue is treated with ether
14. filtrationfiltered
15. customto obtain a powder, which
16. customis further reprecipitated from methanol-ether