反应详情

To a stirred solution of S-benzyl-N-(3-benzylthio-2,2-dimethyl-propionyl)-L-cysteine (4.18 g) and N-hydroxysuccinimide (1.15 g) in DMF (10 ml), DCC (2.06 g) dissolved in DMF (10 ml) was added dropwise under ice cooling and the mixture was stood overnight. The mixture was filtered and 5-aminopentanol (1.55 g) dissolved in DMF (30 ml) was added to the filtrate. The mixture was stirred for 3 hr. at room temperature. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. Ethyl acetate layer was washed with saturated sodium bicarbonate solution, water and then saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The oily residue was purified by a silica gel column chromatography to give 3.4 g (69%) of the titled compound.

1. additionwas added dropwise under ice cooling
2. filtrationThe mixture was filtered
3. dissolution5-aminopentanol (1.55 g) dissolved in DMF (30 ml)
4. additionwas added to the filtrate
5. customat room temperature
6. additionWater was added to the reaction mixture
7. extractionthe mixture was extracted with ethyl acetate
8. washEthyl acetate layer was washed with saturated sodium bicarbonate solution, water
9. dry with materialsaturated sodium chloride solution, dried over anhydrous magnesium sulfate
10. concentrationconcentrated in vacuo
11. customThe oily residue was purified by a silica gel column chromatography