Z-Asn-onp → Z-Asn-Phe-NHNH-BOC
Reaktionsgleichung
[NH2:1][C@H:2]([C:10]([NH:12][NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:21]1[CH:26]=[CH:25][C:24]([CH2:27][O:28][C:29]([NH:31][C@H:32]([C:37](OC2C=CC([N+]([O-])=O)=CC=2)=[O:38])[CH2:33][C:34]([NH2:36])=[O:35])=[O:30])=[CH:23][CH:22]=1>CN(C)C=O>[NH:31]([C:29]([O:28][CH2:27][C:24]1[CH:25]=[CH:26][CH:21]=[CH:22][CH:23]=1)=[O:30])[C@H:32]([C:37]([NH:1][C@H:2]([C:10]([NH:12][NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:38])[CH2:33][C:34](=[O:35])[NH2:36]Komponenten
4
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
1.4 g of H-Phe-NHNH-BOC, 1.94 g of Z-Asn-ONP and 3 ml of dimethylformamide are stirred at room temperature until the mixture solidifies. After allowing to stand overnight, the material is triturated with ether, and the dipeptide derivative is filtered off and washed with ether until free of nitrophenol. The product begins to melt at 211°C with decomposition. Rf = 0.55 in chloroform-methanol (8:2) on silica gel.