Hydrochloric Acid → HCID 13324681, compound

HRID 2107498Notes

Reaction equation

HRID 2107498 reaction equation
[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([CH2:8][O:9][C:10]([N:12]2[CH2:16][C@@H:15]([S:17]C(=O)C)[CH2:14][C@H:13]2[C:21](=[O:23])[NH2:22])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[Na+].Cl>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][O:9][C:10]([N:12]2[CH2:16][C@@H:15]([SH:17])[CH2:14][C@H:13]2[C:21](=[O:23])[NH2:22])=[O:11])=[CH:24][CH:25]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13324701HCID 13324701, compound

Product 1

HCID 13324681HCID 13324681, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

950 mg of (2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-carbamoyl-4-acetylthiopyrrolidine was dissolved in 95 ml of methanol, and 2.59 ml of a 1N aqueous solution of sodium hydroxide was added thereto at room temperature in an argon stream, followed by stirring at that temperature for 15 minutes. The reaction mixture was neutralized with 2.59 ml of a 1N aqueous solution of hydrochloric acid and distilled off under reduced pressure to remove the methanol. The thus precipitated crystals were filtered and washed with water to obtain (2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-carbamoyl-4-mercaptopyrrolidine.

Workup

  1. customat room temperature
  2. distillationdistilled off under reduced pressure
  3. customto remove the methanol
  4. filtrationThe thus precipitated crystals were filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-9dc726d3f7164a688dd3b4d485aba809
Source dataset
uspto-grants-1990_06
Patent number
US04933333

Reaction notes

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