C[O:2][C:3]([C:5]1[CH:42]=[CH:41][C:8]([CH2:9][O:10][C:11]([N:13]2[CH2:17][CH:16]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])[C:15]3([C:30]4[C:25](=[CH:26][C:27]([Cl:31])=[CH:28][CH:29]=4)[NH:24][C:23]3=[O:32])[CH:14]2[C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([Cl:39])[C:34]=2[F:40])=[O:12])=[CH:7][CH:6]=1)=[O:4].[Li+].[OH-].CO>O1CCCC1.O>[C:3]([C:5]1[CH:42]=[CH:41][C:8]([CH2:9][O:10][C:11]([N:13]2[CH2:17][CH:16]([CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])[C:15]3([C:30]4[C:25](=[CH:26][C:27]([Cl:31])=[CH:28][CH:29]=4)[NH:24][C:23]3=[O:32])[CH:14]2[C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([Cl:39])[C:34]=2[F:40])=[O:12])=[CH:7][CH:6]=1)([OH:4])=[O:2]In a manner similar to the method described in Example 13, rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid 4-methoxycarbonyl-benzyl ester (50 mg, 0.08 mmol) was heated with aqueous LiOH (19 mg, 0.8 mmol) in tetrahydrofuran (3 mL), water (3 mL), and methanol (1 mL) at room temperature for 18 h to give rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid 4-carboxy-benzyl ester as a white solid (Yield, 35 mg, 71%).
Wird geladen…