Hydrochloric Acid → HCID 19969579, compound

HRID 974858Notes

Reaction equation

HRID 974858 reaction equation
[OH-].[Na+].[CH2:3]([C:10]1([C:30]([O:32]CC)=[O:31])[NH:15][C:14](=[O:16])[CH:13]([CH2:17][CH:18]([CH3:20])[CH3:19])[N:12]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:11]1=[O:29])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl.C(OCC)(=O)C>C(O)C.O>[CH2:3]([C:10]1([C:30]([OH:32])=[O:31])[NH:15][C:14](=[O:16])[CH:13]([CH2:17][CH:18]([CH3:20])[CH3:19])[N:12]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:11]1=[O:29])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 19969576HCID 19969576, compound

Product 1

HCID 19969579HCID 19969579, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

5.3 ml of 1N sodium hydroxide was added to 25 ml of a suspension of 2.32 g of (3RS,6SR)-3-benzyl-1-benzyloxy-3-ethoxycarbonyl-6-isobutylpiperazine-2,5-dione in ethanol. The mixture was stirred at room temperature for 1.5 hours. The reaction mixture was adjusted to pH 3 with 1N hydrochloric acid. Thereto were added 80 ml of ethyl acetate and 80 ml of water to conduct distribution. The organic layer was dried with anhydrous magnesium sulfate and then subjected to vacuum distillation to remove the solvent at room temperature to obtain 2.17 g of (3RS,6SR)-3-benzyl-1-benzyloxy-3-carboxy-6-isobutylpiperazine-2,5-dione as a light yellow solid.

Workup

  1. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  2. distillationsubjected to vacuum distillation
  3. customto remove the solvent at room temperature

Sources & evidence

ORD record
ord-ea1d3949ab4e4f37804955cad419a35d
Source dataset
uspto-grants-1997_03
Patent number
US05607934

Reaction notes

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