Trifluoroacetic acid → (4S)-1-methyl-3-[(2S)-3-acetylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylic acid
Reaction equation
[CH3:1][N:2]1[CH2:6][C@@H:5]([C:7]([O:9]C(C)(C)C)=[O:8])[N:4]([C:14](=[O:22])[C@H:15]([CH3:21])[CH2:16][S:17][C:18](=[O:20])[CH3:19])[C:3]1=[O:23].FC(F)(F)C(O)=O>>[CH3:1][N:2]1[CH2:6][C@@H:5]([C:7]([OH:9])=[O:8])[N:4]([C:14](=[O:22])[C@H:15]([CH3:21])[CH2:16][S:17][C:18](=[O:20])[CH3:19])[C:3]1=[O:23]Participants
3
Procedure
A mixture of 0.72 g of tert.-butyl (4S)-1-methyl-3-[(2S)-3-acetylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylate and 3.5 ml of trifluoroacetic acid is stirred at room temperature for one hour. Then, the reaction mixture is treated in the same manner as described in Example 1-(5). 0.6 g of (4S)-1-methyl-3-[(2S)-3-acetylthio-2-methylpropionyl]-2-oxo-imidazolidine-4-carboxylic acid is obtained as colorless syrup. Yield: quantitative.