Hydrochloric Acid → isopropyl (2RS,3S)-3-amino-2-hydroxy-5-methylhexanoate hydrochloride

Reaction equation

[NH2:1][CH:2]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]([OH:7])[C:4]([OH:6])=[O:5].[ClH:12].[C:13]1(C)[CH:18]=CC=C[CH:14]=1>C(O)(C)C>[ClH:12].[NH2:1][C@@H:2]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]([OH:7])[C:4]([O:6][CH:13]([CH3:18])[CH3:14])=[O:5]

Participants

Procedure

3-Amino-2-hydroxy-5-methylhexanoic acid (Example A), 26.5 g (0.164 mol), is dissolved in isopropyl alcohol, treated with hydrochloric acid (anhydrous) for five minutes, treated with toluene (250 ml) and 3A molecular seives and warmed to reflux for 15 minutes. The solution is cooled to room temperature, filtered, and the solvents evaporated in vacuo to give the title compound as an extremely hygroscopic foam, 40 g. The foam is used without further purification.