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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33130Generated: October 25, 2026

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

https://huagongshe.com/reaction/33130

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 numberUS07429568B2
Source datasetuspto-grants-2008_09
ORD IDord-483ab3658a924a409950bacc3867d44b
Source noteuspto-grants-2008_09