Tris(furan-2-yl)phosphane → HCID 59749457, compound

Participants

Role	Name	HCID	Charge
Reactant	Tris(furan-2-yl)phosphane	HCID 521585	—
Reactant	Compound 3	HCID 20788885	—
Reactant	{3-[5-(Trimethylstannyl)thien-2-yl]4,5-dihydroisoxazol-5-yl}methanol	HCID 59749480	—
Catalyst	Palladium, 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	HCID 59749457	HCID 59749457	26.5%

Reaction Conditions

Temperature	90 °C

Reaction Steps

(5R)-3-(3-Fluoro-4-iodophenyl)-5-(hydroxymethyl)-1,3-oxazolidin-2-one (195 mg, 0.58 mM), {3-[5-(trimethylstannyl)thien-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 16 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 (60 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07396847B2
Source dataset	uspto-grants-2008_07
ORD ID	ord-9d6052729fdb4a499355a88414d244fa
Source note	uspto-grants-2008_07