HCID 14134906, compound → HCID 14720031, compound

HRID 1196462Notes

Reaction equation

HRID 1196462 reaction equation
C(OC([NH:11][CH:12]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH:13]([OH:26])[C:14]([F:25])([F:24])[CH2:15][NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=O)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[C:20]([O:19][C:17]([NH:16][CH2:15][C:14]([F:24])([F:25])[CH:13]([OH:26])[CH:12]([NH2:11])[CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:18])([CH3:23])([CH3:21])[CH3:22]

Participants

5

Reactant 2

HCID 14134906HCID 14134906, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14720031HCID 14720031, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of N4 -benzyloxycarbonyl-N1 -tert-butoxycarbonyl-2,2-difluoro-3-hydroxy-5-phenyl-1,4-pentanediamine (0.464 g, 1 mmol) in ethanol (20 mL) was stirred at room temperature in the presence of 10% Palladium on charcoal (0.020 g) under a hydrogen atmosphere for 5 hours. The hydrogen atmosphere was then replaced by a nitrogen atmosphere and the catalyst was filtered. The solvent was removed in vacuo leaving 0.030 g of the expected product (98% yield).

Workup

  1. filtrationthe catalyst was filtered
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9c95d6e322f648edbc38e322b6a2db7c
Source dataset
uspto-grants-1992_05
Patent number
US05114927

Reaction notes

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