반응 #834427

반응 방정식

N-({(5S)-2-Oxo-3-[4-(trimethylstannyl)phenyl]-1,3-oxazolidin-5-yl}methyl)acetamide

[3-(5-bromothien-2-yl)-4,5-dihydroisoxazol-5-yl]methanol

tri-2-furylphosphine

→

title compound

수율 42.1%

N-{[(5S)-3-(4-{5-[5-(Hydroxymethyl)-4,5-dihydroisoxazol-3-yl]thien-2-yl}phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

수율 42.1%

반응 조건

후처리

1. 1
   기타The solids were degassed
2. 2
   workup.ADDITIONAnhydrous dioxane (10 ml) was added
3. 3
   온도The reaction mixture was cooled
4. 4
   기타the solvent was evaporated
5. 5
   기타The residue was chromatographed on silica gel eluting with 5% methanol in dichloromethane

실험 절차

N-({(5S)-2-Oxo-3-[4-(trimethylstannyl)phenyl]-1,3-oxazolidin-5-yl}methyl)acetamide (500 mg, 1.26 mM), [3-(5-bromothien-2-yl)-4,5-dihydroisoxazol-5-yl]methanol (330 mg, 1.26 mM), tris(dibenzylideneacetone)dipalladium (0)-chloroform adduct (130 mg, 0.126 mM) and tri-2-furylphosphine (58 mg, 0.252 mM) were placed in a flask. The solids were degassed and placed under nitrogen. Anhydrous dioxane (10 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 (220 mg).

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