Liu Cun-li
2012
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Journal
Fine chemicals
Abstract
Benzyloxycarbonyl chloride(CbzCl) and L-serine were used as the starting materials to synthesize N-Cbz-L-serine.The effects of reaction temperature,pH,the molar ratio of the starting materials and the phase transfer catalyst on the yield of N-Cbz-L-serine were studied by orthogonal experiments.The optimum yield of N-Cbz-L-serine could reach 93.2%.N-Cbz-L-serine benzyl ester was prepared by the reaction of N-Cbz-L-serine with benzyl bromide.The effects of acid-binding agent,the feeding order of the starting materials and the aftertreatment of product were investigated.The final results show that the N-Cbz-L-serine benzyl ester was catalyzed by triethylamine,which also was used as acid-binding agent.The purity of N-Cbz-L-serine benzyl ester can reach 98.5% after the aftertreatment with 10% sodium bisulfite.IR,1HNMR,melting point,optical activity were applied to confirm the structure of the target molecule.HPLC was used to analyze the purity of the product.