Hydrochloric Acid → Hexanamide, 3-amino-N-cyclopropyl-2-hydroxy-, hydrochloride (1:1), (2S,3S)-
Reaction equation
C(O)(=O)[C@H](C1C=CC=CC=1)O.[CH:12]1([NH:15][C:16](=[O:24])[C@@H:17]([OH:23])[C@@H:18]([NH2:22])[CH2:19][CH2:20][CH3:21])[CH2:14][CH2:13]1.[ClH:25]>C(OC(C)C)(=O)C>[ClH:25].[CH:12]1([NH:15][C:16](=[O:24])[C@@H:17]([OH:23])[C@@H:18]([NH2:22])[CH2:19][CH2:20][CH3:21])[CH2:14][CH2:13]1Participants
4
Procedure
38.7 g of (2S,3S)-N-cyclopropyl-3-amino-2-hydroxyhexanamide (S)-mandelic acid salt are suspended in 500 ml of isopropyl acetate and admixed with 11.8 g of 37% hydrochloric acid. After stirring at room temperature for 1 h, half of the solvent is distilled off in vacuo and replaced by fresh isopropyl acetate. After this has been repeated once more, the mixture is heated to 60° C., and the solid is filtered off and washed with warm isopropyl acetate. 25.0 g of (2S,3S)-N-cyclopropyl-3-amino-2-hydroxyhexanamide hydrochloride are obtained.