[C:1]([C:3]1[CH:8]=[N:7][N:6]2[CH:9]=[C:10]([C:13]([OH:15])=[O:14])[C:11]([CH3:12])=[C:5]2[C:4]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[O:30][C:31]([C:34](=[O:39])[NH:35][CH2:36][CH2:37][OH:38])([CH3:33])[CH3:32])=[CH:19][CH:18]=1)#[N:2].CCN(C(C)C)C(C)C.[CH3:49][C:50]([Si:53](Cl)([CH3:55])[CH3:54])([CH3:52])[CH3:51].[OH-].[Na+]>CN(C1C=CN=CC=1)C.C1COCC1>[C:50]([Si:53]([CH3:55])([CH3:54])[O:38][CH2:37][CH2:36][NH:35][C:34]([C:31]([CH3:33])([O:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[O:23][C:20]1[CH:19]=[CH:18][C:17]([NH:16][C:4]2[C:5]3[N:6]([CH:9]=[C:10]([C:13]([OH:15])=[O:14])[C:11]=3[CH3:12])[N:7]=[CH:8][C:3]=2[C:1]#[N:2])=[CH:22][CH:21]=1)[CH3:32])=[O:39])([CH3:52])([CH3:51])[CH3:49]A solution of 433F (164 mg, 0.31 mmol), DIEA (0.27 ml, 1.55 mmol), DMAP (7.6 mg, 0.062 mmol) and TBSCl (140 mg, 0.93 mmol) in THF (4 ml) was stirred under argon at rt for 2 h. 1N NaOH (0.70 ml, 0.70 mmol) was added. The resulting mixture was stirred at rt for 1 h. Removal of the solvent followed by flash chromatography of the residue of silica gel (2%-5% MeOH—CH2Cl2) gave 433G (75 mg, 38%) as a yellow oil. It has a retention time of 7.43 min (standard LC1 method, 8 min run). MS Found: (M+H)+=644.0
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