HCID 4767940, compound → HCID 53701450, compound

HRID 1739439Notes

Reaction equation

HRID 1739439 reaction equation
[C:1]([NH:4][C:5]([C:19]([OH:21])=[O:20])=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[C:9]([O:16][CH2:17][CH3:18])[CH:8]=1)(=[O:3])[CH3:2].[H][H]>C(O)(=O)C.[C].[Pd]>[C:1]([NH:4][C@H:5]([C:19]([OH:21])=[O:20])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[C:9]([O:16][CH2:17][CH3:18])[CH:8]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 4767940HCID 4767940, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53701450HCID 53701450, compoundYield 69.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

To a suspension of N-acetyl-3-(3,4-diethoxyphenyl)dehydroalanine (100.2 g) in acetic acid (1000 ml) is added 10% palladium-carbon (4 g), and the mixture is subjected to hydrogenation at 40° C. under 3 atms of hydrogen gas for 7 hours. The catalyst is removed by filtration, and the filtrate is concentrated. The residue is crystallized from ether to give N-acetyl-3-(3,4-diethoxyphenyl)alanine (70.1 g).

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated
  3. customThe residue is crystallized from ether

Sources & evidence

ORD record
ord-cd063c18f0c842bf9c952a521ed0e4d3
Source dataset
uspto-grants-1999_10
Patent number
US05965730

Reaction notes

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