Hydrochloric Acid → HCID 15297072, compound

HRID 1030145Notes

Reaction equation

HRID 1030145 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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57321322(2S, 4S)-4-(4-methoxybenzylthio)-2-methoxycarbonyl-1-methylpyrrolidine

Product 1

HCID 15297072HCID 15297072, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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.

Workup

  1. customThe solvent was then removed by distillation under reduced pressure
  2. customthe residue was dried

Sources & evidence

ORD record
ord-0f65f62179c140799d39d0613c8b5cc5
Source dataset
uspto-grants-1992_04
Patent number
US05104867

Reaction notes

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