HCID 13686259, compound → HCID 131714626, compound

HRID 1904880Notes

Reaction equation

HRID 1904880 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]([NH:17][C@H:18]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH3:19])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1)=[O:5])[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4]([C@@H:6]([NH:17][C@H:18]([C:20]([O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[O:21])[CH3:19])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 13686259HCID 13686259, compound

Product 1

HCID 131714626HCID 131714626, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Hydrogenate a solution of N-[1(S)-ethoxycarbonyl-2-(4-nitrophenyl)ethyl]-(S)-alanine, t-butyl ester (20.0 g) (see Preparation 2, IA) in absolute ethanol (500 ml) in the presence of 10% palladium on carbon (1.5 g) at 50 psi in a Parr shaker apparatus. Remove the catalyst by filtration and concentrate the filtrate in vacuo to give N-[1(S)-ethoxycarbonyl-2-(4-aminophenyl)ethyl]-(S)-alanine, t-butyl ester.

Workup

  1. customRemove the catalyst
  2. filtrationby filtration
  3. concentrationconcentrate the filtrate in vacuo

Sources & evidence

ORD record
ord-8cd014856ba6460faaa7147349f46252
Source dataset
uspto-grants-1989_06
Patent number
US04840772

Reaction notes

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