Acetic Acid → HCID 18659600, compound

HRID 1608514Notes

Reaction equation

HRID 1608514 reaction equation
[CH:1]([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.[C:27]1([NH2:34])[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH2:33].C(O)(=O)C>CO>[N:33]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[NH:34][C:1]=1[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]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7243O-PhenylenediamineHCID 455774117591-20-5

Product 1

HCID 18659600HCID 18659600, compoundYield 24.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 20 ml of methanol was dissolved 1.1 g of N-benzyloxycarbonyl-L-leucine-(1-formyl)pentylamide obtained in the same manner as in Example 4-(b), and 356 mg of o-phenylenediamine and 0.2 ml of a 50% aqueous solution of acetic acid were added thereto. The mixture was allowed to react at room temperature for 40 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purifled by medium-pressure column chromatography on silica gel to obtain 330 mg of the titled compound as a colorless crystal.

Workup

  1. customto react at room temperature for 40 hours
  2. customAfter completion of the reaction
  3. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-3500461e1a624a0b93b14770f9808d70
Source dataset
uspto-grants-1995_03
Patent number
US05395824

Reaction notes

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