反应详情

Trimethyl phosphonoacetate (0.4 g, 2.2 mmol) was added to a suspension of sodium hydride (hexane washed) (0.088 g, 60% in oil, 2.2 mmol) in DMF (7 mL) under a nitrogen atmosphere at 0° C. The reaction was stirred for 0.5 h and the aldehyde from step 24c was added. The reaction was stirred for 1 h and then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give an oil. The product was purified by FCC on silica gel eluting methylene chloride:ethyl acetate (60:50) to give 3-{5-(tert-butyl-dimethyl-silanyloxymethyl)-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-acrylic acid methyl ester (0.24 g, 20%) as an oil. MS found: (M+H)+=547.

1. stirringThe reaction was stirred for 1 h
2. custompartitioned between ethyl acetate and water
3. washThe organic layer was washed with brine
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated
6. customto give an oil
7. customThe product was purified by FCC on silica gel
8. washeluting methylene chloride:ethyl acetate (60:50)