反应详情

Into a suspension of N-Cbz-D-serine (5 g) in 50 ml of dry THF containing 1 equivalent of 2,2,5-trimethylcyclopentanol is bubbled dry hydrogen chloride gas at room temperature. Upon complete solution of the mixture, the reaction is refluxed for 5 hours, then concentrated. Ethyl acetate is added, and this is washed with saturated sodium bicarbonate, water, and dried over MgSO4. Filtration followed by concentration yields N-Cbz-D-serine-2,2,5-trimethylcyclopentyl ester. 5 g of this product is dissolved in 10 ml methanol and hydrogenated in a Paar apparatus over 1 g of 5% Pd/C to yield 2,2,5-trimethylcyclopentyl-D-serinate.

1. customis bubbled dry hydrogen chloride gas at room temperature
2. temperatureUpon complete solution of the mixture, the reaction is refluxed for 5 hours
3. concentrationconcentrated
4. additionEthyl acetate is added
5. washthis is washed with saturated sodium bicarbonate, water
6. dry with materialdried over MgSO4
7. filtrationFiltration
8. concentrationfollowed by concentration