HCID 67504736, compound → HCID 12147833, compound

HRID 2406281Notes

Reaction equation

HRID 2406281 reaction equation
C(OC([NH:11][C@@H:12]([CH2:17][N:18]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]([O:15][CH3:16])=[O:14])=O)C1C=CC=CC=1.[H][H]>CO>[NH2:11][C@@H:12]([CH2:17][N:18]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 67504736HCID 67504736, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 12147833HCID 12147833, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In order to eliminate the Z protecting group, 2.7 g (6.68 mmol) of the Z-protected derivative (4) were dissolved in 500 ml of methanol, and 100 mg of catalyst (10% Pd(OH)2—C) were supplied under a protective atmosphere of nitrogen. The inert gas was subsequently displaced with a large excess of hydrogen and the mixture was shaken for 2 h in the hydrogen atmosphere. In order to terminate the reaction, the catalyst was filtered off and the filtrate was concentrated. 1.65 g (yield: 91%) of methyl 2-amino-3-diphenylaminopropionate (5) were obtained.

Workup

  1. customIn order to terminate
  2. customthe reaction
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1bc94bdf3b004f089b31a37bbeff92d4
Source dataset
uspto-grants-2014_08
Patent number
US08809358B2

Reaction notes

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