[CH2:1]([NH:8][C@@H:9]([C:13]([OH:16])([CH3:15])[CH3:14])[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:24][C:25](Cl)=[O:26].[OH-].[Na+]>O.O1CCCC1>[CH2:1]([N:8]1[C:25](=[O:26])[CH2:24][O:16][C:13]([CH3:14])([CH3:15])[C@H:9]1[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
To a mixture of (S)-2-(benzylamino)-3-hydroxy-3-methylbutanoic acid (22.86 g, 102.4 mmol), tetrahydrofuran (110 mL), potassium carbonate (42.5 g, 307.2 mmol) and water (70 mL) was added chloroacetyl chloride slowly (17.8 g, 157.7 mmol) at 0° C. over a period of 1 hour, then the mixture was stirred at 0° C. for 3 hours. To the reaction mixture was added a solution of sodium hydroxide (16.4 g, 409.6 mmol) in water (40 mL) over a period of 1 hour. At the end of addition, the mixture was cooled to 3° C.-5° C., and the mixture was stirred at the temperature for 4 hours. Then the reaction mixture was warmed to room temperature, and washed with Petroleum ether (50 mL×2). The aqueous layer was cooled to 3° C. below and adjusted to pH 2 with con. HCl. The mixture was stirred at 6° C. below for 12 hours, then filtered. The filter cake was washed with water to give the title compound as a white solid (18.6 g, 69%). The compound was characterized by the following spectroscopic data:
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