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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223942Generated: October 30, 2026

Styrene → 4-[(E)-2-Phenylvinyl]-3-(2,3,4,6-tetra-O-pivaloyl-beta-D-glucopyranosyloxy)-1H-indazole

https://huagongshe.com/reaction/2223942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant4-Bromo-3-(2,3,4,6-tetra-O-pivaloyl-beta-D-glucopyranosyloxy)-1H-indazoleHCID 67340730—
Catalystpalladium(II) acetateHCID 167845—
SolventTriethylamineHCID 8471—
Product4-[(E)-2-Phenylvinyl]-3-(2,3,4,6-tetra-O-pivaloyl-beta-D-glucopyranosyloxy)-1H-indazoleHCID 6734087064.6%

Reaction Steps

A mixture of 4-bromo-3-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyloxy)-1H-indazole (75 mg), styrene (33 mg), triethylamine (0.073 mL), palladium (II) acetate (2 mg) and tris(2-methylphenyl)phosphine (6 mg) inacetonitrile (2 mL) was heated for reflux under an argon atmosphere overnight. The reaction mixture was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=3/1-2/1) to give the title compound (50 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375113B2
Source datasetuspto-grants-2008_05
ORD IDord-8c9c14208fb041d994e922aa3f7e23d1
Source noteuspto-grants-2008_05