Hydrochloric Acid → HCID 67258391, Verbindung
Reaktionsgleichung
C[O:2]C([C@@]1(N)CC[C@H](C2C=CC(Br)=CC=2)C1)=O.[ClH:18].[CH3:19][O:20][C:21]([C@:23]1([NH2:35])[CH2:27][CH2:26][C@H:25]([C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=2)[CH2:24]1)=[O:22]>>[OH2:2].[ClH:18].[NH2:35][C@:23]1([C:21]([O:20][CH3:19])=[O:22])[CH2:27][CH2:26][C@H:25]([C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=2)[CH2:24]1Komponenten
4
Versuchsvorschrift
The crude mixture of (1R,3S)-1-amino-3-(4-bromo-phenyl)-cyclopentanecarboxylic acid methyl ester; hydrochloride and (1S,3S)-1-amino-3-(4-bromo-phenyl)-cyclopentanecarboxylic acid methyl ester; hydrochloride (from General Procedure F) (approx. 2.6 mol) was combined with 15 L of aqueous 1,2-DME solution (4.8% water content). The slurry was mixed for 3 h at 50° C., allowed to cool to room temperature and mixed at room temperature for 15 h. The resulting mixture is filtered and dried in vacuo at 60° C. to provide (1R,3S)-methyl 1-amino-3-(4-bromophenyl)cyclopentanecarboxylate hydrochloride hydrate as a white solid (332 g, 36% yield). Chiral HPLC (Table 1, Method b). Rt=19.9 min., LCMS (Table 1, Method a) Rt=1.80 min (ELSD); m/z: 198 (M+H)+.