Hydrochloric Acid → HCID 15297072, compound

Reaction equation

[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:22]=[CH:21][C:8]([CH2:9][S:10][C@@H:11]2[CH2:15][N:14]([CH3:16])[C@H:13]([C:17]([O:19]C)=[O:18])[CH2:12]2)=[CH:7][CH:6]=1.Cl>CO>[C:17]([C@@H:13]1[CH2:12][C@H:11]([S:10][CH2:9][C:8]2[CH:7]=[CH:6][C:5]([O:4][CH3:3])=[CH:22][CH:21]=2)[CH2:15][N:14]1[CH3:16])([OH:19])=[O:18]

Participants

Procedure

1.92 ml of a 1N aqueous solution of sodium hydroxide was added to a solution of 378 mg of (2S, 4S)-4-(4-methoxybenzylthio)-2-methoxycarbonyl-1-methylpyrrolidine [prepared as described in step (10) above] dissolved in 3.84 ml of methanol, and the mixture was stirred at room temperature for 3 hours. At the end of this time, the mixture was neutralized by the addition of 1.92 ml of 1N aqueous hydrochloric acid. The solvent was then removed by distillation under reduced pressure, and the residue was dried, to give crude (2S, 4S)-2-carboxy-4-(4-methoxybenzylthio)-1-methylpyrrolidine.