Study and Improvement on Synthesis of N-Cbz-L-serine benzyl ester
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    Abstract:

    Abstract:Benzyloxycarbonyl chloride(CbzCl), L-serine was used to synthesize N-Cbz-L-serine. Reaction temperature, pH, the molar ratio of the starting materials and phase transfer catalyst was studied by orthogonal experiments. The optimum yield of N-Cbz-L-serine could reach to 93.2%. N-Cbz-L-serine benzyl ester was prepared by reaction of N-Cbz-L-serine and benzyl bromide. The effects of acid-binding agent, the feeding order of the starting materials and after treatment 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% by treatment of 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 product.

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History
  • Received:August 19,2012
  • Revised:October 19,2012
  • Adopted:October 31,2012
  • Online: November 30,2012
  • Published:
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