N-Benzyl 2-(Carbobenzyloxyamino)-3-Methoxypropionamide → 2-amino-N-benzyl-3-methoxypropanamide
Reaction equation
[CH2:1]([NH:8][C:9](=[O:25])[CH:10]([NH:14]C(OCC1C=CC=CC=1)=O)[CH2:11][O:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[CH2:1]([NH:8][C:9](=[O:25])[CH:10]([NH2:14])[CH2:11][O:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 12 (122.8 mg, 0.36 mmol) in methanol (2.0 mL) was added 10% Pd--C (11 mg) and the mixture stirred at room temperature in the presence of H2 gas for 75 min. Celite was added to the reaction mixture and the catalyst was removed by filtration. The clear filtrate was evaporated in vacuo to give pure 13 as a clear viscous oil (72 mg, 97%): Rf 0.30 (5% MeOH/CHCl3).
Workup
- additionCelite was added to the reaction mixture
- customthe catalyst was removed by filtration
- customThe clear filtrate was evaporated in vacuo
Sources & evidence
- ORD record
- ord-d3ef1ecaa8764943bd7ba0efad2cb582
- Source dataset
- uspto-grants-1998_06
- Patent number
- US05773475
Reaction notes
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