Sodium Hydroxide → HCID 9933468, compound
Reaction equation
C[O:2][C:3](=[O:32])[CH2:4][CH2:5][N:6]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:21][CH:20]=1)(=[O:18])=[O:17])[C:7]1([C:12](=[O:15])[NH:13][OH:14])[CH2:11][CH2:10][CH2:9][CH2:8]1.[OH-].[Na+]>CO>[F:31][C:28]1[CH:29]=[CH:30][C:25]([C:22]2[CH:21]=[CH:20][C:19]([S:16]([N:6]([C:7]3([C:12](=[O:15])[NH:13][OH:14])[CH2:11][CH2:10][CH2:9][CH2:8]3)[CH2:5][CH2:4][C:3]([OH:32])=[O:2])(=[O:17])=[O:18])=[CH:24][CH:23]=2)=[CH:26][CH:27]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-[(4'-fluorobiphenyl-4-sulfonyl)-(1-hydroxycarbamoylcyclopentyl)amino]-propionic acid methyl ester (8.9 grams, 19.2 mmole) in methanol (500 mL) was treated with aqueous 1 N sodium hydroxide solution (95 mL, 95 mmole) and stirred at room temperature for 5.5 hours. The mixture was concentrated to remove methanol, diluted with water, acidified with 6 N aqueous hydrochloric acid solution and extracted with ethyl acetate. After washing with water and brine the organic extract was dried over magnesium sulfate and concentrated to afford 3-[(4'-fluorobiphenyl-4-sulfonyl)-(1-hydroxycarbamoyl-cyclopentyl)amino]propionic acid as a white foam which was crystallized from ethyl acetate (6.74 grams, 78%).