反应详情

To a solution of (2R,4R,5S)-4-hydroxymethyl-5-[(Z) -6-methoxycarbonyl-2-hexenyl]-2-methyl-1,3-dioxane (272 mg) in N,N-dimethylformamide (10 ml) were added sodium hydride (80 mg, 60% in oil) and 2-picolyl chloride hydrochloride (110 mg) and the mixture was stirred at room temperature overnight. The reaction mixture was quenched with saturated aqueous ammonium chloride and the resulting solution was extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was purified with preparative thin layer chromatography with ethyl acetate as an eluent to give (2R,4R,5S)-5-[(Z)-6-methoxycarbonyl-2-hexenyl]-2-methyl -4-(2-pyridylmethoxymethyl)-1,3-dioxane (201 mg) as a pale yellow oil.

1. customThe reaction mixture was quenched with saturated aqueous ammonium chloride
2. extractionthe resulting solution was extracted with ethyl acetate
3. washThe organic layer was washed with brine
4. dry with materialdried over magnesium sulfate
5. customThe solvent was evaporated in vacuo
6. customthe residue was purified with preparative thin layer chromatography with ethyl acetate as an eluent