Dimethylbarbituric acid → HCID 86729324, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(3-(4-(allyloxy)benzyl)-4-chlorophenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (0.6 g, 0.973 mmol) in dry THF (10 mL), was added Pd(PPh3)4 (337 mg, 0.29 mmol) followed by 1,3-dimethyl barbituric acid (1.57 g, 9.73 mmol). The reaction mixture was then refluxed at 90° C. for 1 h. After the completion of reaction as monitored by TLC, the reaction was quenched with saturated solution of NaHCO3 (10 mL), diluted with ethyl acetate (100 mL) and then washed with water (3×10 mL). The combined organic layers were dried over anhydrous Na2SO4 and volatiles were evaporated in vacuo. The residue obtained was purified by column chromatography (silica gel, 5:5 Ethyl acetate:Pet. Ether) to provide title compound (0.53 g, 94%).

Provenance & Evidence