[CH3:1][C:2]1[C:7]2[C:8]([O:10][C:11]3[C:12]([CH3:23])=[C:13]([O:21][CH3:22])[CH:14]=[C:15]([C:18]([OH:20])=[O:19])[C:16]=3[O:17][C:6]=2[C:5]([CH:24]=[O:25])=[C:4]([OH:26])[CH:3]=1)=[O:9].[BH4-].[Na+].O.Cl>C(O)C>[OH:26][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]2[C:8](=[O:9])[O:10][C:11]3[C:12]([CH3:23])=[C:13]([O:21][CH3:22])[CH:14]=[C:15]([C:18]([OH:20])=[O:19])[C:16]=3[O:17][C:6]=2[C:5]=1[CH2:24][OH:25]To a stirring solution of psoromic acid (1 mmol) in ethanol (25 mL) was added sodium borohydride (4 mmol). The reaction was stirred overnight at room temperature. Water (3 mL) was added to the reaction. The solution was acidified to a pH of 6 with dilute HCl. All of the solvent was removed by rotatory evaporation. The residue was redissolved in ethanol and dried over magnesium sulfate, filtered, and evaporated by a rotatory evaporator to give a white solid product.
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