4-Benzyloxycarbonyl-1-(tert-butoxycarbonylamino)-2-oxo-1,2,3,4-tetrahydropyrazine → 1-(Tert-butoxycarbonylamino)-2-piperazinone

HRID 2086222Notes

Reaction equation

HRID 2086222 reaction equation
C(OC([N:11]1[CH:16]=[CH:15][N:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:13](=[O:25])[CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[C:21]([O:20][C:18]([NH:17][N:14]1[CH2:15][CH2:16][NH:11][CH2:12][C:13]1=[O:25])=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 1

HCID 227271614-Benzyloxycarbonyl-1-(tert-butoxycarbonylamino)-2-oxo-1,2,3,4-tetrahydropyrazine

Product 1

HCID 227272141-(Tert-butoxycarbonylamino)-2-piperazinone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-benzyloxycarbonyl-1-(tert-butoxycarbonylamino)-2-oxo-1,2,3,4-tetrahydropyrazine (1.8 g) and 10% Pd/C (300 mg) in methanol (40 ml) was stirred at room temperature for 15 hours under a hydrogen atmosphere. The catalyst was filtered off and the reaction mixture was concentrated to obtain 1-(tert-butoxycarbonylamino)-2-piperazinone as a colorless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-049baab8afe44cd681973e582a291b1f
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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