C(OCC)(=O)C.C(O)(C)C.[CH:11]1([NH:14][C:15](=[O:30])[C@@H:16]([OH:29])[C@@H:17]([NH:21]C(OC(C)(C)C)=O)[CH2:18][CH2:19][CH3:20])[CH2:13][CH2:12]1.[ClH:31].C(O)(C)C>CCCCCC>[ClH:31].[CH:11]1([NH:14][C:15](=[O:30])[C@@H:16]([OH:29])[C@@H:17]([NH2:21])[CH2:18][CH2:19][CH3:20])[CH2:13][CH2:12]1
The ethyl acetate solution of (2S,3S)—N-cyclopropyl-3-(tert-butoxycarbonyl)amino-2-hydroxyhexanoic acid amide (46.1 g, 10.8 wt. %) obtained in the above Example 2 was used. The solvent was changed from ethyl acetate to isopropyl alcohol, thereby to prepare an isopropyl alcohol solution of (2S,3S)—N-cyclopropyl-3-(tert-butoxycarbonyl)amino-2-hydroxyhexanoic acid amide (34.82 g). Hexane (20 g) was added to the solution and the mixture was heated up to 60° C., and 10.5 wt % hydrogen chloride/isopropyl alcohol solution (9.1 g) was dropwise added, taking 1 hour. Then, after stirred for 8 hours, the reaction solution was cooled down to 0° C. at a constant rate, taking about 6 hours. The slurry had no solid aggregation therein, and had good flowability. The precipitated crystals were collected by filtration under reduced pressure, using a kiriyama funnel (diameter 4 cm, filter pore size 4 μm). At the time, the filterability was good, and the time taken for separation of the crystals from the mother liquid was about 30 seconds. The obtained wet crystals were washed with hexane/isopropyl alcohol=1/1 solution (15 mL). Next, the washed wet crystals were dried in vacuum at 60° C., to obtain (2S,3S)—N-cyclopropyl-3-amino-2-hydroxyhexanoic acid amide hydrochloride (3.48 g, yield: 90 mol %, chemical purity: 100.0 area %, optical purity: 100% ee).
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