반응 #1569424

반응 방정식

methanol

diisopropylethylamine

(S)-4-(4-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-oxo-3-(piperidin-1-yl)propyl)phenyl)pent-4-enoic acid

2-Chlorotrityl chloride resin

→

title compound

(S)-4-(4-(2-((((9H-fluoren-9-yl)methoxy) carbonyl)amino)-3-oxo-3-(piperidin-1-yl)propyl)phenyl)pent-4-enoic acid 2-chlorotrityl resin

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타Dichloromethane was removed
2. 2
   workup.ADDITIONthe 4826-1993-6795.1 resulting mixture was added to the resin
3. 3
   workup.STIRRINGby shaking at room temperature for 10 minutes
4. 4
   기타The reaction solution was removed
5. 5
   workup.ADDITIONafter which methanol (5 ml) and diisopropylethylamine (1.7 ml) were added to dichloromethane (16.5 ml)
6. 6
   workup.ADDITIONthe resulting mixture was added
7. 7
   workup.STIRRINGby shaking at room temperature for 2 hours
8. 8
   기타This reaction solution was removed
9. 9
   workup.STIRRINGby shaking
10. 10
    기타Dichloromethane was removed
11. 11
    workup.STIRRINGby shaking
12. 12
    기타Dichloromethane was removed
13. 13
    기타the resin was then dried under reduced pressure

실험 절차

2-Chlorotrityl chloride resin (1.07 mmol/g, 100-200 mesh, 1% DVB, manufactured by Chem-Impex, 2.50 g, 2.68 mmol) and dichloromethane (18 ml) were mixed, followed by shaking at room temperature for 5 minutes. Dichloromethane was removed, after which methanol (0.43 ml, 10.7 mmol) and diisopropylethylamine (1.1 ml, 6.32 mmol) were added to a solution of (S)-4-(4-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-oxo-3-(piperidin-1-yl)propyl)phenyl)pent-4-enoic acid (Compound SP416) (0.74 g, 1.34 mmol) in dichloromethane (16.5 ml) and the 4826-1993-6795.1 resulting mixture was added to the resin, followed by shaking at room temperature for 10 minutes. The reaction solution was removed, after which methanol (5 ml) and diisopropylethylamine (1.7 ml) were added to dichloromethane (16.5 ml), and the resulting mixture was added, followed by shaking at room temperature for 2 hours. This reaction solution was removed, and dichloromethane (18 ml) was then placed, followed by shaking. Dichloromethane was removed, and dichloromethane (18 ml) was then placed again, followed by shaking. Dichloromethane was removed, and the resin was then dried under reduced pressure to afford the title compound SP417 (2.53 g).

출처