反应详情

温度

-78 °C

3-Cyclohexyl-thiopropionic acid S-pyridin-2-yl ester (1.43 g, 5.74 mmol) from Step 1 above was dissolved in dry THF (28 mL) and cooled to −78° C. A solution of cyclopentylmagnesium bromide in Et2O (2.0 M, 3.01 mL, 6.02 mmol) was added dropwise. After stirring 1 h, the cooling bath was removed. The reaction mixture was quenched with 1N HCl and extracted with EtOAc (100 mL). The organic phase was washed with brine (50 mL), dried over Na2SO4 and evaporated. The residue was purified by flash column chromatography (1% EtOAc in hexanes) to give the product (0.99 g, 83%) as clear oil. 1H NMR (CDCl3) δ: 0.82-1.84 (m, 21H), 2.42-2.47 (m, 2H), 2.82-2.92 (m, 1H).

1. customthe cooling bath was removed
2. customThe reaction mixture was quenched with 1N HCl
3. extractionextracted with EtOAc (100 mL)
4. washThe organic phase was washed with brine (50 mL)
5. dry with materialdried over Na2SO4
6. customevaporated
7. customThe residue was purified by flash column chromatography (1% EtOAc in hexanes)