Piperidine → (S)-2-amino-N-(benzo[b]thiophen-3-ylmethyl)-3-(4-tert-butoxyphenyl)-N-((S)-1,1-diethoxypropan-2-yl)propanamide
Reaktionsgleichung
[S:1]1[CH:5]=[C:4]([CH2:6][N:7]([C@@H:41]([CH3:49])[CH:42]([O:46][CH2:47][CH3:48])[O:43][CH2:44][CH3:45])[C:8](=[O:40])[C@@H:9]([NH:22]C(=O)OCC2C3C=CC=CC=3C3C2=CC=CC=3)[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][CH:12]=2)[C:3]2[CH:50]=[CH:51][CH:52]=[CH:53][C:2]1=2.N1CCCCC1>>[NH2:22][C@@H:9]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]([CH3:21])([CH3:19])[CH3:20])=[CH:13][CH:12]=1)[C:8]([N:7]([CH2:6][C:4]1[C:3]2[CH:50]=[CH:51][CH:52]=[CH:53][C:2]=2[S:1][CH:5]=1)[C@@H:41]([CH3:49])[CH:42]([O:46][CH2:47][CH3:48])[O:43][CH2:44][CH3:45])=[O:40]Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
According to the procedure described in the synthesis method of Compound IV-1, (9H-fluoren-9-yl)methyl (S)-1-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-3-(4-tert-butoxyphenyl)-1-oxopropan-2-ylcarbamate (Compound III-6) 500 mg (0.68 mmol) was treated with piperidine and purified on silica gel column chromatography (n-hexane:ethyl acetate=9:1, chloroform:methanol=100:0 and 8:2) to obtain the title compound 339 mg (98%).