反应详情

Sodium hydride, 60% dispersion in mineral oil (0.063 g, 1.56 mmol) was added to a flask and DMF, 5 ml, was added to give a white slurry. The mixture was cooled in an ice bath. Ethyl 2-(6-((tert-butyldiphenylsilyloxy)methyl)-4-chloro-5-((2R,6S)-2,6-dimethylmorpholino)-3-fluoropyridin-2-yl)-2-(hydroxyimino)acetate (Intermediate 197, 0.786 g, 1.25 mmol) in 5 ml DMF was added to the sodium hydride suspension. There was some gas evolution, and the mixture became an orange solution. The reaction was worked up after 1 hour. Then saturated NH4Cl solution was added; the mixture was extracted with EtOAc, and washed with water (3×). The combined organic phase was dried over MgSO4 and concentrated. The residue was purified by chromatography on SiO2 using 0-40% EtOAc/hexanes to recover 544 mg (71%) of the title compound as a yellow foam.

1. customto give a white slurry
2. temperatureThe mixture was cooled in an ice bath
3. extractionthe mixture was extracted with EtOAc
4. washwashed with water (3×)
5. dry with materialThe combined organic phase was dried over MgSO4
6. concentrationconcentrated
7. customThe residue was purified by chromatography on SiO2 using 0-40% EtOAc/hexanes
8. customto recover 544 mg (71%) of the title compound as a yellow foam