O=C1CCC(=O)N1OC([C:11]1[C:15]2[CH2:16][C:17](=[O:19])[CH2:18][C:14]=2[N:13]([S:20]([C:23]2[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=2)(=[O:22])=[O:21])[N:12]=1)=O.[NH4+:30].[OH-].[O:32]1[CH2:37]COCC1>>[O:19]=[C:17]1[CH2:16][C:15]2[C:11]([C:37]([NH2:30])=[O:32])=[N:12][N:13]([S:20]([C:23]3[CH:24]=[CH:25][C:26]([CH3:29])=[CH:27][CH:28]=3)(=[O:22])=[O:21])[C:14]=2[CH2:18]1To a solution of the intermediate from step D above, (380 mg, 0.91 mmol) in 1,4-dioxane (10 mL) was added NH4OH (14.8 N, 10.0 eq, 0.61 mL). A precipitate formed immediately. After stirring at room temperature for 15 minutes the reaction mixture was filtered through a sintered funnel and the precipitate washed with 1,4-dioxane. The filtrate was concentrated in vacuo to give a yellow oil.
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