C([O:8][NH:9][C:10]([C@H:12]1[CH2:16][C@@H:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[C:14](=[O:25])[NH:13]1)=[O:11])C1C=CC=CC=1.C(OCC)(=O)C.CCCCCC>CO.[Pd]>[OH:8][NH:9][C:10]([C@H:12]1[CH2:16][C@@H:15]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)[C:14](=[O:25])[NH:13]1)=[O:11]A solution of (2R, 4S)-4-(4-methoxyphenyl)-5-oxopyrrolidine-2-carboxylic acid benzyloxyamide (150 mg, 0.44 mmol) in methanol (15 mL) was treated with 5% palladium on barium sulfate (40 mg) and hydrogenated in a Parr™ shaker at 3 atmospheres pressure for 2.5 hours. The catalyst was removed by filtration and the solvent was evaporated to provide a solid. The title compound (106 mg, 96%) was isolated by crystallization from a mixture of ethyl acetate and hexane.
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