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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 746403Generated: October 26, 2026

Benzyl succinimido carbonate → 1-(benzyloxycarbonyl)-3-(beta-D-gluco-pyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-pyrazole

https://huagongshe.com/reaction/746403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl succinimido carbonateHCID 83172—
Reactant3-(beta-D-glucopyranosyloxy)-4-[(4-iso-propoxyphenyl)methyl]-5-methyl-1H-pyrazoleHCID 9801558—
SolventTetrahydrofuranHCID 8028—
Product1-(benzyloxycarbonyl)-3-(beta-D-gluco-pyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-pyrazoleHCID 6733498875.3%

Reaction Steps

To a solution of 3-(β-D-glucopyranosyloxy)-4-[(4-iso-propoxyphenyl)methyl]-5-methyl-1H-pyrazole (1.3 g) in tetrahydrofuran (30 mL) was added N-(benzyloxycarbonyloxy)-succinimide (1.6 g), and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give 1-(benzyloxycarbonyl)-3-(β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methylpyrazole (1.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07393838B2
Source datasetuspto-grants-2008_07
ORD IDord-32484bd6cadd4d4b8312e97d72894bb4
Source noteuspto-grants-2008_07