Hydrochloric Acid → 3(S)-ethyl-prolyl-methionine isopropyl ester hydrochloride

HRID 1779505Notes

Reaction equation

[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]

Participants

Conditions

Temperature: 0 °C

Procedure

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.

Workup

waitroom temperature for 0.25 hr
concentrationConcentration to dryness

Sources & evidence

ORD record: ord-fc32617b41374ca8a927b0d7cf01c4a5
Source dataset: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05627202

Reaction notes

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