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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747255Generated: October 29, 2026

Tris(furan-2-yl)phosphane → (5R)-3-(3-Fluoro-4-{2-[5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyrid-5-yl}phenyl)-5-[(4-methyl-1H-1,2,3-triazol-1-yl)methyl]-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/747255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(furan-2-yl)phosphaneHCID 521585—
Reactant(5R)-3-(3-Fluoro-4-iodophenyl)-5-[4-methyl-1,2,3-triazol-1-ylmethyl]oxazolidin-2-oneHCID 58778315—
Reactant{3-[5-(Trimethylstannyl)pyridin-2-yl)-4,5-dihydroisoxazol-5-yl}methanolHCID 59749487—
CatalystPalladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)HCID 11029508—
Product(5R)-3-(3-Fluoro-4-{2-[5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyrid-5-yl}phenyl)-5-[(4-methyl-1H-1,2,3-triazol-1-yl)methyl]-1,3-oxazolidin-2-oneHCID 5974941726.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

(5R)-3-(3-Fluoro-4-iodophenyl)-5-[(4-methyl-1H-1,2,3-triazol-1-yl)methyl]-1,3-oxazolidin-2-one (236 mg, 0.58 mM), {3-[5-(trimethylstannyl)pyridin-2-yl)-4,5-dihydroisoxazol-5-yl}methanol (200 mg, 0.58 mM), tris(dibenzylideneacetone) dipalladium (0)-chloroform adduct (60 mg, 0.058 mM) and tri-2-furylphosphine (27 mg, 0.116 mM) were placed in a flask. The solids were degassed and placed under nitrogen. Anhydrous dioxane (5 ml) was added and the suspension was heated at 90° C. for 5 hours. The reaction mixture was cooled and the solvent was evaporated. The residue was chromatographed on silica gel eluting with 5% methanol in dichloromethane to give the title compound (70 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396847B2
Source datasetuspto-grants-2008_07
ORD IDord-3aaf995d74264302900ef042e8dd305e
Source noteuspto-grants-2008_07