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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884329Generated: November 2, 2026

Boron trifluoride → 1-tetralone-5-yl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside

https://huagongshe.com/reaction/1884329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluorideHCID 6356—
Reactantbeta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoateHCID 81455—
Reactant5-Hydroxy-1-tetraloneHCID 119921—
SolventDichloromethaneHCID 6344—
Product1-tetralone-5-yl 2,3,5-tri-O-benzoyl-beta-D-ribofuranosideHCID 1873152067.7%

Reaction Steps

A solution of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (426 mg, 0.84 mmol), 5-hydroxy-1-tetralone (122 mg, 0.75 mmol) and boron trifluoride diethyletherate (120 mg, 0.84 mmol, 106 μl) in dichloromethane (4 ml) was stirred at room temperature, under argon for 19 hours. Work-up as for Stage 1 in Example 1 then flash chromatography on silica gel (eluting with 2% acetone in toluene) gave the title compound as a colourless oil (308 mg of approx. 51% purity).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06764829B2
Source datasetuspto-grants-2004_07
ORD IDord-6e5d6d3b4399430a97e05ea70e8b8625
Source noteuspto-grants-2004_07