Diisopropylcarbodiimide → HCID 59965703, 화합물
반응식
[OH:1]N1C2C=CC=CC=2N=N1.C([N:14]=[C:15]=[N:16][CH:17]([CH3:19])C)(C)C.[C:20]1([CH2:30][N:31]2[CH2:51][CH2:50][C:34]3([N:38]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[CH2:37][N:36]([CH2:45][C:46](O)=[O:47])[C:35]3=[O:49])[CH2:33][CH2:32]2)[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][CH:21]=1.C[N:53](C)[CH:54]=[O:55].[NH:57]1CCC[CH2:59][CH2:58]1>>[C:20]1([CH2:30][N:31]2[CH2:51][CH2:50][C:34]3([N:38]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[CH2:37][N:36]([CH2:45][C:46]([NH:57][C@@H:58]([CH2:59][CH2:19][CH2:17][NH:16][C:15]([NH2:14])=[O:1])[C:54]([NH2:53])=[O:55])=[O:47])[C:35]3=[O:49])[CH2:33][CH2:32]2)[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][CH:21]=1참가 물질
5
실험 절차
Rink Amide (AM) resin (Novabiochem) (0.200 g, 0.138 mmol) was suspended in dimethylformamide/piperidine (80/20) (8 ml) and shaken for 30 min at room temperature. The resin was filtered and rinsed with dimethylformamide (8 ml) and again suspended in dimethylformamide/piperidine (80/20) (8 ml) and shaken for 30 min at room temperature; the resin was washed as follows: 3×dimethylformamide/water (90/10) (8 ml), 3×dimethylformamide (8 ml), 3×dichloromethane (8 ml). The resin was suspended in dimethylformamide (8 ml), Fmoc-L-2-amino-5-ureido-n-valeric acid (L-Fmoc-Cit-OH) (0.227 g, 0.552 mmol) and 1-hydroxybenzotriazole (0.085 g, 0.552 mmol) were added. N,N′-diisopropylcarbodiimide (0.071 g, 0.552 mmol) was added and the reaction was allowed to shake for 20 h at room temperature. The resin was filtered and washed as follows: 3×dimethylformamide/water (90/10) (8 ml), 3×dimethylformamide (8 ml), 3×dichloromethane (8 ml). The resin was suspended in dimethylformamide/piperidine (80/20) (8 ml) and shaken for 30 min at room temperature. The resin was filtered and rinsed with dimethylformamide (8 ml) and again suspended in dimethylformamide/piperidine (80/20) (8 ml) and shaken for 30 min at room temperature; the resin was washed as follows: 3×dimethylformamide/water (90/10) (8 ml), 3×dimethylformamide (8 ml), 3×dichloromethane (8 ml). The resin was suspended in dimethylformamide (8 ml); (8-naphthalen-1-ylmethyl-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-3-yl)-acetic acid (0.269 g, 0.552 mmol), 1-hydroxybenzotriazole (0.085 g, 0.552 mmol) and N,N′-diisopropylcarbodiimide (0.071 g, 0.552 mmol) were added. The reaction mixture was allowed to shake at room temperature for 20 h and filtered. The resin was suspended in dimethylsulfoxide (8 ml) and heated to 40° C. for 1 h. The resin was again filtered, suspended in dimethylsulfoxide (8 ml) and heated to 40° C. for an additional 1 h. The resin was filtered and washed as follows: 3×dimethylformamide/water (90/10) (8 ml); 3×dimethylformamide (8 ml); 3×dichloromethane (8 ml) and air-dried. The resin was treated with trifluroacetic acid/water (95/5) (8 ml) for 2 h at room temperature. The filtrate was collected and concentrated in vacuo to give the desired product.