反应详情

8.55 g (47.4 mmol) of (2R,3R)-3-benzyloxybutan-2-ol in 56 ml of diethyl ether were admixed at 0° C. with stirring in portions with 2.07 g of sodium hydride (55%). After 10 minutes, the ice bath was removed and the mixture was stirred for a further 3 minutes at room temperature. The suspension formed was added at 0° C. to a solution of 6.52 g (23.7 mmol) of 2,4-dichloro-5-iodopyrimidine in 65 ml of acetonitrile. The mixture was stirred for 4 hours at 40° C. and then admixed with dilute sodium chloride solution. Extraction was carried out with ethyl acetate (2×). The combined organic phases were dried (Na2SO4), filtered and concentrated by evaporation. The resulting residue was purified chromatographically (hexane/ethyl acetate 4:1). This gave 4.12 g (9.8 mmol; yield: 41%) of the product.

1. customwere admixed at 0° C.
2. customthe ice bath was removed
3. customThe suspension formed
4. stirringThe mixture was stirred for 4 hours at 40° C.
5. extractionExtraction
6. dry with materialThe combined organic phases were dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated by evaporation
9. customThe resulting residue was purified chromatographically (hexane/ethyl acetate 4:1)