[CH:1]([O:4][C:5](=[O:21])[C@H:6]([CH2:17][CH2:18][S:19][CH3:20])[NH:7][C:8](=[O:16])[C@@H:9]1[C@@H:13]([CH2:14][CH3:15])[CH2:12][CH2:11][NH:10]1)([CH3:3])[CH3:2].[ClH:22]>CCOC(C)=O>[ClH:22].[CH:1]([O:4][C:5](=[O:21])[C@H:6]([CH2:17][CH2:18][S:19][CH3:20])[NH:7][C:8](=[O:16])[C@@H:9]1[C@@H:13]([CH2:14][CH3:15])[CH2:12][CH2:11][NH:10]1)([CH3:3])[CH3:2]N-(t-Butyloxy carbonyl)-pyrrolidin-2(S)-ylmethyl]3(S)-ethyl-prolyl-methionine isopropyl ester (1.38 g, 0.0028 mol) was dissolved in EtOAc (40 mL), cooled to -20° C., saturated with HCl gas, and stirred at 0° C. for 1.25 hr, and room temperature for 0.25 hr. Concentration to dryness gave pyrrolidin-2(S)-ylmethyl]-3(S)-ethyl-prolyl-methionine isopropyl ester hydrochloride.
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