Pyridine → HCID 88393016, compound

HRID 1608515Notes

Reaction equation

HRID 1608515 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.[Cl-].[OH:28][NH3+].[N:30]1[CH:35]=CC=CC=1>C(O)C>[OH:28][N:30]=[CH:35][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]

Participants

5

Reactant 3

HCID 1049PyridineHCID 21645Hydroxylamine HClHCID 455774117591-20-5

Product 1

HCID 88393016HCID 88393016, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 15 ml of ethanol was dissolved 1.0 g of N-benzyloxycarbonyl-L-leucine-(1-formyl)pentylamide obtained in the same manner as in Example 4-(b), and 210 mg of hydroxyammonium chloride and 5 ml of pyridine were added thereto. The mixture was allowed to react at room temperature for 24 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by medium-pressure column chromatography on silica gel to obtain 830 mg of the titled compound as a colorless crystal.

Workup

  1. customto react at room temperature for 24 hours
  2. customAfter completion of the reaction
  3. customthe solvent was removed by distillation under reduced pressure
  4. customthe residue was purified by medium-pressure column chromatography on silica gel

Sources & evidence

ORD record
ord-d84c26ff967f45f5923d83dca4000b64
Source dataset
uspto-grants-1995_03
Patent number
US05395824

Reaction notes

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