Methyl 2-Carbobenzyloxyamino-3-(4-tert-butoxycarbonylpiperazin-1-yl)propionate → Methyl 2-Amino-3-(4-tert-butoxycarbonylpiperazin-1-yl)propionate

HRID 1242833Notes

Reaction equation

HRID 1242833 reaction equation
C([NH:11][CH:12]([CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1)[C:13]([O:15][CH3:16])=[O:14])(OCC1C=CC=CC=1)=O.[H][H]>CO.[Pd]>[NH2:11][CH:12]([CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1)[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 2

HCID 21940471Methyl 2-Carbobenzyloxyamino-3-(4-tert-butoxycarbonylpiperazin-1-yl)propionateHCID 178418361HCID 178418361, compound

Product 1

HCID 21940545Methyl 2-Amino-3-(4-tert-butoxycarbonylpiperazin-1-yl)propionate

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 23938PalladiumSolvent

Procedure

The title material from Step A was dissolved in methanol with catalytic amount of 10% Pd on C. The reaction mixture was hydrogenated for 2 hours at room temperature in methanol under 25 psi of hydrogen. After filtration of the crude reaction mixture through a pad of Celite, the solvent was evaporated under reduced pressure to afford the title compound.

Workup

  1. filtrationAfter filtration of the crude
  2. customreaction mixture through a pad of Celite
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d27e2491033c403089a3350a943ec75b
Source dataset
uspto-grants-2006_10
Patent number
US07115768B2

Reaction notes

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