反应详情

Under ice-cooling condition, to 25 ml of DMF solution containing 5.70 g of Z-Tyr-OCH3 was added 692 mg of sodium hydride (containing 60%) and the mixture was stirred for 30 minutes, then 3.96 g of benzyl bromoacetate was added thereto and the whole mixture was stirred at 50° C. for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue thus obtained was extracted with 100 ml of ethyl acetate. The ethyl acetate layer was washed with water and a saturated sodium chloride aqueous solution twice, respectively, then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue thus obtained was added to a silica gel column and eluted with petroleum ether-chloroform (1:4) to obtain 6.00 g (yield: 72.6%) of the above-mentioned objective product.

1. temperatureUnder ice-cooling condition
2. stirringthe whole mixture was stirred at 50° C. for 1 hour
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. customthe residue thus obtained
5. extractionwas extracted with 100 ml of ethyl acetate
6. washThe ethyl acetate layer was washed with water
7. dry with materiala saturated sodium chloride aqueous solution twice, respectively, then dried over anhydrous sodium sulfate
8. concentrationconcentrated under reduced pressure
9. customThe residue thus obtained
10. additionwas added to a silica gel column
11. washeluted with petroleum ether-chloroform (1:4)