反应详情

To a solution of 2,5-dimethylcyclopentanol (0.55 g), compound 1 (0.97 g), and 4-(dimethylamino)pyridine (0.06 g) in methylene chloride (100 ml) was added dicyclohexylcarbodiimide (1.09 g), and the resulting mixture was stirred overnight. The precipitated dicyclohexylurea was removed by filtration, and the filtrate was evaporated. Ethyl acetate was then added to the residue, and the mixture was filtered again. The filtrate was washed with 1M hydrochloric acid, saturated aqueous sodium bicarbonate, and water, dried over magnesium sulfate, and the solvent was evaporated to a colorless oil (1.18 g. 83%). The product was purified by column chromotography on silica gel, 4:1 hexane:ethyl acetate, eluent. NMR (CDCl3): δ0.92 (t, 6H, 2CH3), 1.05-2.10 (m, 10H, cyclopentyl, cyclopropyl), 1.40 (s, 9H, t-Bu), 4.60 (dd., 1H, CO2CH), 5.05 (br. s, 1H, NH).

1. customThe precipitated dicyclohexylurea was removed by filtration
2. customthe filtrate was evaporated
3. additionEthyl acetate was then added to the residue
4. filtrationthe mixture was filtered again
5. washThe filtrate was washed with 1M hydrochloric acid, saturated aqueous sodium bicarbonate, and water
6. dry with materialdried over magnesium sulfate
7. customthe solvent was evaporated to a colorless oil (1.18 g. 83%)
8. customThe product was purified by column chromotography on silica gel, 4:1 hexane