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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1442387Generated: October 31, 2026

Sodium Methoxide → 4-[(4-{2-[(S)-1-(Carbamoyl)ethylcarbamoyl]-2-methyl-propoxy}phenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-isopropyl-1H-pyrazole

https://huagongshe.com/reaction/1442387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant3-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyloxy)-4-[(4-{2-[(S)-1-(carbamoyl)ethylcarbamoyl]-2-methylpropoxy}phenyl)-methyl]-5-isopropyl-1H-pyrazoleHCID 68538805—
SolventMethanolHCID 887—
Product4-[(4-{2-[(S)-1-(Carbamoyl)ethylcarbamoyl]-2-methyl-propoxy}phenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-isopropyl-1H-pyrazoleHCID 6853822487.1%

Reaction Steps

To a solution of 3-(2,3,4,6-tetra-O-acetyl-β-D-gluco-pyranosyloxy)-4-[(4-{2-[(S)-1-(carbamoyl)ethylcarbamoyl]-2-methylpropoxy}phenyl)methyl]-5-isopropyl-1H-pyrazole (0.14 g) in methanol (4 mL) was added sodium methoxide (28% methanol solution, 0.04 mL), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and the residue was purified by solid phase extraction on ODS (washing solvent: distilled water, eluent: methanol) to give the title compound (94 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655632B2
Source datasetuspto-grants-2010_02
ORD IDord-12833d126f1f45e9a382c70e15035301
Source noteuspto-grants-2010_02