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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552743Generated: November 1, 2026

Potassium Phosphate, Tribasic → HCID 67165409, compound

https://huagongshe.com/reaction/552743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
ReactantHCID 86607294HCID 86607294—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67165409HCID 6716540964%

Reaction Conditions

Temperature90 °C

Reaction Steps

A flame dried flask was charged with Pd(OAc)2 (0.0185 g, 0.0823 mmol), 2-(dicyclohexylphosphino)biphenyl (0.0433 g, 0.123 mmol), phenyl boronic acid (0.151 g, 1.23 mmol), and K3PO4 under an atmosphere of argon. A solution of (2R,3S,5R)-5-(6-bromo-9H-purin-9-yl)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)tetrahydrofuran-3-yl acetate (0.388 g, 0.823 mmol) in dry dioxane (5.49 mL) was added to the mixture and the solution was stirred at 90° C. overnight. The reaction mixture was filtered through celite with CH2Cl2, concentrated and purified by flash chromatography (10 to 30% EtOAc/hexanes) to afford the title compound as a clear oil (0.247 g, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951810B2
Source datasetuspto-grants-2011_05
ORD IDord-b92ea10274ac4708946f23183378fd41
Source noteuspto-grants-2011_05