Lithium Hydroxide → HCID 178460520, compound

Reaction equation

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

Participants

Procedure

A mixture of methyl (3S)-3-[(tert-butoxycarbonyl)amino]-3-(5-tert-butyl-1H-benzimidazol-2-yl)-2-methylpropanoate (Preparation 33, 7.25 g, 18.65 mmol) and lithium hydroxide (0.67 g, 27.95 mmol) in THF and water (100 mL/10 mL) was stirred at room temperature for 18 hours. The THF was evaporated and the remaining aqueous solution was diluted with water (100 mL). A solution of KHSO4 in water was added resulting in a white precipitate. The solid was filtered and dried to afford the title compound that was taken directly on to the next step.