HCID 15922606, compound → HCID 54160248, compound

HRID 1936624Notes

Reaction equation

HRID 1936624 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH:13]([C@@H:16]2[CH2:18][C@@H:17]2[NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:12]1)=O)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[C:23]([O:22][C:20]([NH:19][C@H:17]1[CH2:18][C@H:16]1[CH:13]1[CH2:14][CH2:15][NH:11][CH2:12]1)=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

5

Reactant 2

HCID 15922606HCID 15922606, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54160248HCID 54160248, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 15 ml of an ethanol solution of 547.3 mg (1.52 mmol) of 1-benzyloxycarbonyl-3-(cis-2-t-butoxycarbonylaminocyclopropyl)pyrrolidine (isomer A) was added 550 mg of 5% palladium-on-carbon, followed by shaking in a hydrogen stream (4 kg/cm2) for 1.5 hours. The catalyst was removed by filtration, and the solvent was removed by evaporation under reduced pressure to give 343.6 mg (quantitative) of the title compound as a brown oily substance.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-5dca3b6b36134a9883bc6613a3e9f0d0
Source dataset
uspto-grants-2002_05
Patent number
US06391889B1

Reaction notes

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