Trifluoroacetic acid → HCID 54078020, Verbindung

Temperatur

0 °C

(S)-2-(t-butoxycarbonylamino)-3-(4-cyanophenyl)propionic acid(0.5 g, 1.72 mmole) was dissolved in dimethylformamide (DMF). The resulting solution was cooled down to 0° C., and then 1-(3-dimethylaminopropyl)-3-methylcarbodiimide hydrochloride(EDC, 0.39 g) and 1-hydroxybenzotriazole(HOBT, 0.28 g) were added thereto and stirred until they are completely dissolved. Separately, the compound(0.35 g, 1.72 mmole) prepared in Preparation 7 was dissolved in dichloromethane(2 ml) and cooled down to -10° C. Trifluoroacetic acid(2 ml) was added thereto and the mixture was stirred for 5 minutes, slowly warmed to room temperature, stirred again for 30 minutes and then distilled under reduced pressure to remove the volatile substance. The resulting compound thus prepared and N-methylmorpholine(1 ml) were added to the solution as obtained above, and then the reaction solution was slowly warmed to room temperature and stirred for 3.5 hours. Upon completion of the reaction, the reaction solution was distilled under reduced pressure to remove the volatile substance. The residue was diluted with ethyl acetate, washed successively with aqueous saturated sodium hydrogen carbonate solution, dilute hydrochloric acid and brine, dried over anhydrous sodium sulfate, filtered and then concentrated. The residue was purified by column chromatography using ethyl acetate/hexane(3/7,by volume) as an eluent to obtain the purified title compound(0.58 g, Yield: 90%).

1. dissolutionare completely dissolved
2. temperaturecooled down to -10° C
3. stirringthe mixture was stirred for 5 minutes
4. temperatureslowly warmed to room temperature
5. stirringstirred again for 30 minutes
6. distillationdistilled under reduced pressure
7. customto remove the volatile substance
8. customThe resulting compound thus prepared
9. customas obtained above, and then the reaction solution
10. temperaturewas slowly warmed to room temperature
11. stirringstirred for 3.5 hours
12. customUpon completion of the reaction
13. distillationthe reaction solution was distilled under reduced pressure
14. customto remove the volatile substance
15. additionThe residue was diluted with ethyl acetate
16. washwashed successively with aqueous saturated sodium hydrogen carbonate solution, dilute hydrochloric acid and brine
17. dry with materialdried over anhydrous sodium sulfate
18. filtrationfiltered
19. concentrationconcentrated
20. customThe residue was purified by column chromatography
21. customto obtain the

ORD-Eintrag

ord-fdebbdde6f534a0eb1880a8b98ca4a7e

Quelldatensatz

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05747535