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

HRID 23557Notes

Reaction equation

HRID 23557 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]([CH2:16][C:17]([O:19]CC2C=CC=CC=2)=[O:18])[C:10]1=[O:27])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[OH-].[Pd+2].[OH-]>[C:1]([O:5][C:6]([CH2:8][N:9]1[C:14](=[O:15])[CH:13]=[CH:12][N:11]([CH2:16][C:17]([OH:19])=[O:18])[C:10]1=[O:27])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

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

Product 1

HCID 15542343HCID 15542343, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of phenylmethyl 2-(3-{[(tert-butyl)oxycarbonyl]methyl}-2,4-dioxo-1,3-dihydropyrimidinyl)acetate (1.2) in ethyl acetate (20 ml) was added 20 wt. % palladium hydroxide (50 mg). After stirring the mixture at room temperature under a hydrogen atmosphere for 1 hour, the catalyst was removed by filtration. The filtrate was evaporated under reduced pressure to give 2-(3-{[(tert-butyl)oxycarbonyl]methyl}-2,4-dioxo-1,3-dihydropyrimidinyl)acetic acid as a white powder.

Workup

  1. customthe catalyst was removed by filtration
  2. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-116315c5bc4b49ef8646e257b8f7a49b
Source dataset
uspto-grants-2005_02
Patent number
US06852744B2

Reaction notes

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