[OH-].[Na+].C([O:5][C:6](=[O:38])[CH:7]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH3:25])[C:21]([NH2:23])=[O:22])=[CH:16][CH:15]=1)C(OCC)=O)C>C(O)C>[N:32]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[CH:24]([CH:20]([C:21]([NH2:23])=[O:22])[C:17]2[CH:16]=[CH:15][C:14]([CH2:13][CH2:7][C:6]([OH:38])=[O:5])=[CH:19][CH:18]=2)[CH3:25])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]1Five milliliters of 1N sodium hydroxide solution were added to a solution of 0.85 gm (1.7 m mol) of 4-[(1-(2-piperidino-phenyl)-ethyl)-aminocarbonylmethyl]-benzyl malonic acid diethyl ester in 18 ml of ethanol. After stirring for two hours at 50° C., the mixture was evaporated in vacuo, and water and 5 ml of 1N hydrochloric acid were added. The precipitate formed was filtered off, dried in vacuo, and heated for 30 minutes up to 120° C., whereby carbon dioxide was split off. The product obtained was purified by column chromatography on silica gel (chloroform/methanol=20:1).
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