Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869031Generated: October 30, 2026

Sodium Methoxide → 4-[(4-{3-[N-Benzyl-N-(2-carbamoylethyl)amino]-propoxy}-2-methylphenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-isopropyl-1H-pyrazole

https://huagongshe.com/reaction/1869031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 86602033HCID 86602033—
SolventMethanolHCID 887—
Product4-[(4-{3-[N-Benzyl-N-(2-carbamoylethyl)amino]-propoxy}-2-methylphenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-isopropyl-1H-pyrazoleHCID 6894131261.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-[(4-{3-[N-benzyl-N-(2-carbamoylethyl)amino]propoxy}-2-methylphenyl)methyl]-5-isopropyl-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-pyrazole (1.25 g) in methanol (13 mL) was added sodium methoxide (28% methanol solution, 0.25 mL), and the mixture was stirred at 50° C. for 6 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1-5/1) to give the title compound (0.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635684B2
Source datasetuspto-grants-2009_12
ORD IDord-fc741f5a657a4e9fbed7a08dcb7e0bf5
Source noteuspto-grants-2009_12