II.I([O-])(=O)=O.[Na+].[NH2:8][C@@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.S(=O)(=O)(O)O.[I:25]([O-])(=O)(=O)=O.[Na+]>C(O)(=O)C>[CH:16]1[C:11]([CH2:10][C@@H:9]([NH2:8])[C:17]([OH:19])=[O:18])=[CH:12][CH:13]=[C:14]([I:25])[CH:15]=1
12.3 g (48 mmol) of iodine and 5.1 g (24 mmol) of sodium iodate were added to 20 g (121 mmol) of D-phenylalanine, 14.5 ml of concentrated sulfuric acid and 110 ml of acetic acid, and they were stirred for 24 hours. After cooling, 0.5 g of sodium periodate was added thereto, and the solvent was evaporated at 35° C. under reduced pressure. Water was added to the reaction mixture and the resultant mixture was washed with dichloromethane trice. The aqueous phase was neutralized with 1 N aqueous sodium hydroxide solution. After cooling, the obtained precipitate was taken by the filtration and then washed with water and ethanol to obtain the crude product.
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