[N:1]1([CH2:7][CH2:8][O:9][C:10](=[O:40])[NH:11][C:12]2[C:13]([CH3:39])=[C:14]3[C:19]([NH:20][C:21]4[CH:26]=[CH:25][C:24]([O:27][C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[O:34][CH3:35])=[CH:23][CH:22]=4)=[C:18]([C:36]#[N:37])[CH:17]=[N:16][N:15]3[CH:38]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.CI.[H-].[Na+].[CH3:45]CO>C1COCC1>[N:1]1([CH2:7][CH2:8][O:9][C:10](=[O:40])[N:11]([C:12]2[C:13]([CH3:39])=[C:14]3[C:19]([NH:20][C:21]4[CH:22]=[CH:23][C:24]([O:27][C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[O:34][CH3:35])=[CH:25][CH:26]=4)=[C:18]([C:36]#[N:37])[CH:17]=[N:16][N:15]3[CH:38]=2)[CH3:45])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1To a mixture of 432A (27 mg, 0.050 mmol) and CH3I (3.1 μl, 0.05 mmol) in THF (1 ml) was added NaH (1.5 mg, 0.06 mmol). The resulting mixture was stirred at rt for 2 h under argon. A drop of EtOH was added to quench the reaction. Removal of the solvent under reduced pressure followed by flash chromatography of the residue on silica gel (5/30/65 MeOH/EtOAc/CH2Cl2) gave 432 (17.1 mg, 62%) as a yellow oil. It has a retention time of 5.70 min (standard LC1 method, 8 min run). MS Found: (M+H)+=557.1
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