HCID 86755208, compound → HCID 86755209, compound

HRID 1636576Notes

Reaction equation

HRID 1636576 reaction equation
[NH2:1][C:2](=[N:43][OH:44])[C:3]1[CH:8]=[CH:7][C:6]([C@@:9]2([CH3:42])[C:13](=[O:14])[N:12]([CH2:15][C:16]([O:18]CC3C=CC4C(=CC=CC=4)C=3)=[O:17])[C:11](=[O:30])[N:10]2[CH2:31][C:32]2[CH:41]=[CH:40][C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:33]=2)=[CH:5][CH:4]=1>CO.[OH-].[Pd+2].[OH-].S([O-])([O-])(=O)=O.[Ba+2]>[NH2:1][C:2](=[N:43][OH:44])[C:3]1[CH:4]=[CH:5][C:6]([C@@:9]2([CH3:42])[C:13](=[O:14])[N:12]([CH2:15][C:16]([OH:18])=[O:17])[C:11](=[O:30])[N:10]2[CH2:31][C:32]2[CH:41]=[CH:40][C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:33]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 86755208HCID 86755208, compound

Product 1

HCID 86755209HCID 86755209, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 86755210HCID 86755210, compoundCatalystHCID 887MethanolSolvent

Procedure

2 g (3.4 mmol) of 2-naphthylmethyl ((S)-4-(4-(amino-hydroximino-methyl)phenyl)-3-(2-naphthylmethyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)acetate in 200 ml of absolute methanol were hydrogenated over palladium hydroxide/barium sulfate for 4 h. The catalyst was filtered off, the filtrate was concentrated in vacuo and the residue was stirred with ethyl acetate. The product was filtered off with suction and dried in a high vacuum. 0.56 g (37%) of the title compound was obtained.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. filtrationThe product was filtered off with suction
  4. customdried in a high vacuum

Sources & evidence

ORD record
ord-d55509837cfc47b9aaded7d92951cd9a
Source dataset
uspto-grants-2000_03
Patent number
US06034238

Reaction notes

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