1-(2-benzyloxyethyl)-4-[(4-ethylphenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-methyl-1H-pyrazole → 2-(5-Methyl-pyrazol-1-YL)-ethanol

HRID 7389

Reaction equation

HRID 7389 reaction equation
C([O:8][CH2:9][CH2:10][N:11]1[C:15]([CH3:16])=[C:14](CC2C=CC(CC)=CC=2)[C:13](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=[N:12]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[OH:8][CH2:9][CH2:10][N:11]1[C:15]([CH3:16])=[CH:14][CH:13]=[N:12]1

Participants

4

Reactant 1

HCID 691337331-(2-benzyloxyethyl)-4-[(4-ethylphenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-methyl-1H-pyrazole

Product 1

HCID 123603202-(5-Methyl-pyrazol-1-YL)-ethanolYield 372.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-(2-benzyloxyethyl)-4-[(4-ethylphenyl)methyl]-3-(β-D-glucopyranosyloxy)-5-methyl-1H-pyrazole (0.012 g) in ethanol (2 mL) was added a catalytic amount of 10% palladium-carbon powder, and the mixture was stirred at room temperature under a hydrogen atmosphere for 30 minutes. Insoluble materials were removed by filtration, and the solvent was removed under reduced pressure to give 4-[(4-ethylphenyl)methyl]-3-(β-D-glucopyranosyloxy)-1-(2-hydroxyethyl-5-methyl-1H-pyrazole (0.011 g).

Workup

  1. customInsoluble materials were removed by filtration
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-061bca7ca0d24355a6d61c73b9464cfc
Source dataset
uspto-grants-2006_08
Patent number
US07087579B2

Linked notes

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