HCID 66854421, compound → HCID 66856619, compound

HRID 1970556Notes

Reaction equation

HRID 1970556 reaction equation
[CH2:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13](=[O:35])[C@@H:14]([NH:24]C(OCC2C=CC=CC=2)=O)[CH2:15][CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:9][CH2:8]1)=[O:6])[CH2:2][CH3:3]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13](=[O:35])[C@@H:14]([NH2:24])[CH2:15][CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:9][CH2:8]1)=[O:6])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 66854421HCID 66854421, compound

Product 1

HCID 66856619HCID 66856619, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 15.8 g 4-((S)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid propyl ester in 100 ml ethyl acetate were added 0.4 g Pd/C (10%) and the suspension stirred under an atmosphere of hydrogen (3 bar) for 12 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: 10.2 g.

Workup

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

Sources & evidence

ORD record
ord-7d6a11a97864405fa84ca286e179e659
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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