反应详情

To a stirring solution of Cbz-D-hPro-OH (6.0 g, 22.8 mmol), sarcosine ethyl ester hydrochloride (4.38 g, 28.5 mmol), 1-hydroxybenzotriazole (3.08 g, 22.8 mmol), and N,N-diisopropylethylamine (11.9 mL, 68.4 mmol) in dichloromethane (200 mL) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (5.46 g, 28.5 mmol). After stirring for 12 hours, the solvent was removed in vacuo and the residue was dissolved in ethyl acetate (500 mL), washed twice with 1N citric acid (200 mL), twice with saturated aqueous NaHCO3, and twice with a saturated aqueous sodium chloride solution. The organic phase was then dried with MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed over silica gel, eluting with a step gradient of hexanes through 50% ethyl acetate/hexanes. Fractions containing product (based on TLC) were combined and concentrated to give 6.62 g (80%) of a colorless oil.

1. customthe solvent was removed in vacuo
2. dissolutionthe residue was dissolved in ethyl acetate (500 mL)
3. washwashed twice with 1N citric acid (200 mL), twice with saturated aqueous NaHCO3
4. dry with materialThe organic phase was then dried with MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe residue was chromatographed over silica gel
8. washeluting with a step gradient of hexanes through 50% ethyl acetate/hexanes
9. additionFractions containing product (based on TLC)
10. concentrationconcentrated