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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668327Generated: October 26, 2026

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

https://huagongshe.com/reaction/1668327

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 numberUS07989424B2
Source datasetuspto-grants-2011_08
ORD IDord-83b5fa827da743ce920aaff833263d6a
Source noteuspto-grants-2011_08