4-(2-Benzyloxycarbonylamino-3-fluoro-butyryl)-piperazine-1-carboxylic acid propyl ester → 4-(2-Amino-3-fluoro-butyryl)-piperazine-1-carboxylic acid propyl ester

HRID 1970574Notes

Reaction equation

HRID 1970574 reaction equation
[CH2:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13](=[O:29])[CH:14]([NH:18]C(OCC2C=CC=CC=2)=O)[CH:15]([F:17])[CH3:16])[CH2:9][CH2:8]1)=[O:6])[CH2:2][CH3:3]>C(O)C.[Pd]>[CH2:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13](=[O:29])[CH:14]([NH2:18])[CH:15]([F:17])[CH3:16])[CH2:9][CH2:8]1)=[O:6])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 668548184-(2-Benzyloxycarbonylamino-3-fluoro-butyryl)-piperazine-1-carboxylic acid propyl ester

Product 1

HCID 668545724-(2-Amino-3-fluoro-butyryl)-piperazine-1-carboxylic acid propyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 591 mg 4-(2-Benzyloxycarbonylamino-3-fluoro-butyryl)-piperazine-1-carboxylic acid propyl ester in 20 ml ethanol were added 0.1 g Pd/C (10%) and the suspension stirred under an atmosphere of hydrogen (1 bar) for 1 h. The reaction mixture was filtrated over a plug of Celite, washed with ethanol and concentrated to give the crude product which was used in the subsequent reaction. Yield: 347 mg.

Workup

  1. filtrationThe reaction mixture was filtrated over a plug of Celite
  2. washwashed with ethanol
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-4c07f682b9394399b71733f0889e5ab3
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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