1-Benzyloxycarbonylmethyl-3-(tert-butoxycarbonylmethyl)-2,4-dioxopyrimidine → HCID 15542343, compound

HRID 2308183Notes

Reaction equation

HRID 2308183 reaction equation
C([O:8][C:9]([CH2:11][N:12]1[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:13]1=[O:27])=[O:10])C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(OCC)(=O)C>[C:23]([O:22][C:20]([CH2:19][N:14]1[C:15](=[O:18])[CH:16]=[CH:17][N:12]([CH2:11][C:9]([OH:10])=[O:8])[C:13]1=[O:27])=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 1

HCID 226011081-Benzyloxycarbonylmethyl-3-(tert-butoxycarbonylmethyl)-2,4-dioxopyrimidine

Product 1

HCID 15542343HCID 15542343, compoundYield 76.8%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To ethyl acetate (20 ml) containing 1-benzyloxycarbonylmethyl-3-(tert-butoxycarbonylmethyl)-2,4-dioxopyrimidine (1.2 g) obtained in Example 2 is added a 20% palladium hydroxide (50 mg), and the mixture is stirred at room temperature under hydrogen atmosphere for one hour. The catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure to give the desired 2-(3-tert-butoxycarbonylmethyl-2,4-dioxo-1-pyrimidinyl)acetic acid (0.7 g) as colorless powder.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-c6c62e3cad8645bf961e52bb47c05186
Source dataset
uspto-grants-2004_12
Patent number
US06835714B1

Reaction notes

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