Lithium Hydroxide → HCID 54503116, compound

HRID 1370236Notes

Reaction equation

C[O:2][C:3](=[O:35])[CH:4]([NH:17][C:18]([CH:20]1[CH2:24][CH2:23][CH2:22][N:21]1[S:25]([C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=1)(=[O:27])=[O:26])=[O:19])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:8][CH:7]=1.[Li+].[OH-]>C1COCC1.O>[C:31]1([CH3:34])[CH:32]=[CH:33][C:28]([S:25]([N:21]2[CH2:22][CH2:23][CH2:24][C@H:20]2[C:18]([NH:17][C@H:4]([C:3]([OH:35])=[O:2])[CH2:5][C:6]2[CH:11]=[CH:10][C:9]([NH:12][S:13]([CH3:16])(=[O:14])=[O:15])=[CH:8][CH:7]=2)=[O:19])(=[O:26])=[O:27])=[CH:29][CH:30]=1

Participants

Conditions

Temperature: 25 °C

Procedure

To a solution of 3-(4-methanesulfonylamino-phenyl)-2-{[1-(toluene-4-sulfonyl)-pyrrolidine-2-carbonyl]-amino}-propionic acid methyl ester (0.250 g, 0.477 mmol) in THF (1.0 mL) was added 1H LiOH (955 mL, 0.955 mmol) and the clear solution was stirred at 25° C., under nitrogen, for 16 h. The reaction solution was then diluted with additional water (50 mL) and washed with diethyl ether (25 mL). The aqueous layer was lyophilized to afford a fluffy white solid (0.216 g, 87%). MS (=ESI): 508 [M−1]−

Workup

washwashed with diethyl ether (25 mL)

Sources & evidence

ORD record: ord-c5f93cb7c2ad4ee8bd35824699adf587
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06583139B1

Reaction notes

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