Water → HCID 54509996, compound

HRID 1608521Notes

Reaction equation

HRID 1608521 reaction equation
C([CH:3]([NH:8][C:9](=[O:19])[C@H:10]([CH2:15][CH:16]([CH3:18])[CH3:17])[NH:11][C:12](=[O:14])[CH3:13])[CH2:4][CH2:5][CH2:6][CH3:7])=O.[C:20]([O-])(=O)C.[Na+].Cl.[NH2:26][NH:27][C:28]([NH2:30])=[O:29].O>C(O)C>[NH:27]([N:26]=[CH:20][N:8]([CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[C:9](=[O:19])[C@H:10]([CH2:15][CH:16]([CH3:17])[CH3:18])[NH:11][C:12](=[O:14])[CH3:13])[C:28]([NH2:30])=[O:29]

Participants

6

Reactant 4

HCID 962WaterHCID 11236Semicarbazide hydrochlorideHCID 517045Sodium AcetateHCID 15228355HCID 15228355, compound

Product 1

HCID 54509996HCID 54509996, compoundYield 60.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 20 ml of ethanol was dissolved 750 mg of N-acetyl-L-leucine-(1-formyl)pentylamide obtained in the same manner as in Example 16-(c), and 1.5 g of sodium acetate, 1.0 g of semicarbazide hydrochloride, and 1 ml of water were added thereto. The mixture was allowed to react at room temperature for 24 hours. After completion of the reaction, the reaction mixture was washed with a saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by medium-pressure column chromatography on silica gel to obtain 550 mg of the titled compound as a colorless crystal.

Workup

  1. additionwere added
  2. customto react at room temperature for 24 hours
  3. customAfter completion of the reaction
  4. washthe reaction mixture was washed with a saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed by distillation under reduced pressure
  7. customthe residue was purified by medium-pressure column chromatography on silica gel

Sources & evidence

ORD record
ord-a1efed6a38554fb69f82ebb6f1f4c603
Source dataset
uspto-grants-1995_03
Patent number
US05395824

Reaction notes

Loading…