[O:1]=[C:2]([C@@:16]1([OH:57])[CH2:33][C@H:32]([O:34][C@@H:35]2[O:49][C@@H:48]([CH3:50])[C@H:38]3[O:39][C@H:40]4[N:45]([C@H:37]3[CH2:36]2)[CH2:44][CH2:43][O:42][C@@H:41]4[O:46][CH3:47])[C:31]2[C:18](=[C:19]([OH:56])[C:20]3[C:21](=[O:55])[C:22]4[C:27]([C:28](=[O:52])[C:29]=3[C:30]=2[OH:51])=[C:26]([O:53][CH3:54])[CH:25]=[CH:24][CH:23]=4)[CH2:17]1)[CH2:3][O:4][C:5]1([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.O[N:59]1[C:63](=[O:64])[CH2:62][CH2:61][C:60]1=[O:65].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[O:1]=[C:2]([C@@:16]1([OH:57])[CH2:33][C@H:32]([O:34][C@@H:35]2[O:49][C@@H:48]([CH3:50])[C@H:38]3[O:39][C@H:40]4[N:45]([C@H:37]3[CH2:36]2)[CH2:44][CH2:43][O:42][C@@H:41]4[O:46][CH3:47])[C:31]2[C:18](=[C:19]([OH:56])[C:20]3[C:21](=[O:55])[C:22]4[C:27]([C:28](=[O:52])[C:29]=3[C:30]=2[OH:51])=[C:26]([O:53][CH3:54])[CH:25]=[CH:24][CH:23]=4)[CH2:17]1)[CH2:3][O:4][C:5]1([O:11][CH2:12][C:13]([O:15][N:59]2[C:63](=[O:64])[CH2:62][CH2:61][C:60]2=[O:65])=[O:14])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1To a solution of the acid intermediate 46 (4 mg, 0.005 mmol) in dry Dichloromethane (2 mL) kept at +5° C., N-hydroxysuccinimide (2 mg, 0.017 mmol) and N,N′-dicyclohexylcarbodiimide (2 mg, 0.01 mmol) were added. The solution was stirred at room temperature for 6 h, the solvent evaporated under vacuum and the residue treated with ethyl ether (5 mL). The suspension was stirred for 30 minutes, the solid removed by filtration and organic solution concentrated in vacuo. Purification of the crude by flash chromatography (DCM/Acetone 80:20) yield 1.5 mg (y=33%) of 47 as a red solid. MS (ESI): 895 [M+H]+. Retention time=3.22 min. Method 1.
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