tert-Butyl 2-piperazinoacetate → HCID 53864541, Verbindung
Reaktionsgleichung
C(N1CCN(CC(NC2C=C(C=CC=2)C(NCCC(O)=O)=O)=O)CC1)(=N)N.[C:28]([N:38]1[CH2:43][CH2:42][N:41]([CH:44]([C:69](=[NH:71])[NH2:70])[C:45](NC2C=C(C=CC=2)C(NCCC(OCC2C=CC=CC=2)=O)=O)=[O:46])[CH2:40][CH2:39]1)([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29].N1(CC([O:81][C:82]([CH3:85])([CH3:84])[CH3:83])=O)CCNCC1.C(NC(=N)SC)(OCC1C=CC=CC=1)=O>>[C:28]([N:38]1[CH2:39][CH2:40][N:41]([CH:44]([C:69](=[NH:71])[NH2:70])[C:45]([O:81][C:82]([CH3:85])([CH3:84])[CH3:83])=[O:46])[CH2:42][CH2:43]1)([O:30][CH2:31][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)=[O:29]Komponenten
5
Versuchsvorschrift
3-(3-(4-amidinopiperazin-1-ylacetamido)benzamido)propionic acid, m.p. 270° (decomposition), from benzyl 3-(3-(4-CBZ-amidinopiperazin-1-ylacetamido)benzamido)propionate (FAB 601; obtainable by reacting tert-butyl piperazin-1-ylacetate with N-CBZ-S-methylisothiourea to give tert-butyl 4-CBZ-amidinopiperazin-1-ylacetate, cleaving the tert-butyl group with 4 N HCl in dioxane and condensing the resulting 4-CBZ-amidinopiperazin-1-ylacetic acid with benzyl 3-(3-aminobenzamido)propionate);