Sodium hydride → HCID 54685512, compound

Participants

Reaction Conditions

Reaction Steps

NaH (0.06 g; 1.5 mmol; 60% dispersion in mineral oil; Aldrich) was added to trimethyl phosphonoacetate (0.190 g; 1.0 mmol; Aldrich) in 10 ml THF. The reaction mixture was stirred at 25° C. for 15 min, after which 4-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)pentanal (VI in Scheme 1; Example 1.5; 0.124 g; 0.5 mmol) in 10 ml THF was added. The reaction mixture was stirred at 25° C. for 4 h, quenched with saturated NH4Cl, extracted with 3×20 ml EtOAc, dried with anhydrous Na2SO4, and evaporated. The product was purified via silica flash chromatography (40% EtOAc in hexanes).

Provenance & Evidence