Ethanol → HCID 54093137, compound

HRID 1608513Notes

Reaction equation

HRID 1608513 reaction equation
C([CH:3]([NH:8][C:9](=[O:26])[C@H:10]([CH2:22][CH:23]([CH3:25])[CH3:24])[NH:11][C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])[CH2:4][CH2:5][CH2:6][CH3:7])=O.O.Cl.[NH2:29][NH:30][C:31]([NH2:33])=[O:32].[CH2:34](O)C>>[NH:30]([N:29]=[CH:34][N:8]([CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[C:9](=[O:26])[C@H:10]([CH2:22][CH:23]([CH3:24])[CH3:25])[NH:11][C:12]([O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:13])[C:31]([NH2:33])=[O:32]

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 11236Semicarbazide hydrochlorideHCID 455774117591-20-5

Product 1

HCID 54093137HCID 54093137, compound

Procedure

In 10 ml of ethanol was dissolved 850 mg of N-benzyloxycarbonyl-L-leucine-(1-formyl)pentylamide obtained in the same manner as in Example 4-(b), and 2 ml of water and 1.0 g of semicarbazide hydrochloride were added thereto, followed by stirring at room temperature for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purified by medium-pressure column chromatography on silica gel to obtain 900 mg of the titled compound as a colorless crystal.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed by distillation under reduced pressure
  3. customThe residue was purified by medium-pressure column chromatography on silica gel

Sources & evidence

ORD record
ord-c1e03feb46a649ab8e8e70bb5ac0293f
Source dataset
uspto-grants-1995_03
Patent number
US05395824

Reaction notes

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