反应详情

1.21 g (5.3 mmoles) of 2,3-epoxy-4(RS)-t-butyl-dimethylsilyloxycyclopentan-1-one was dissolved in 2.5 ml of methanol and then under cooling, 1.0 g (5.3 mmoles) of methyl 2,2-dimethyl-6-mercaptohexanoate was added. The mixture was stirred for 3 hours. After stirring, the solvent was removed by evaporation, and after adding water, the residue was extracted with ether. The extract was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated. The resulting crude product was chromatographed on a silica gel column using ethyl acetate-hexane (1/9) as an eluent to give 1.364 g (yield 64%) of 4(RS)-t-butyldi-methylsilyloxy-2-(5-methoxycarbonyl-5,5-dimethylpentylthio)-2-cyclopentenone.

1. temperatureunder cooling
2. stirringAfter stirring
3. customthe solvent was removed by evaporation
4. additionafter adding water
5. extractionthe residue was extracted with ether
6. washThe extract was washed with a saturated aqueous solution of sodium chloride
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated
9. customThe resulting crude product was chromatographed on a silica gel column