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Synthesis of a New Immunosuppressant FTY-720

LIANG Tie1, LU Haibin2, XU Zhibing2, MI Haoyu2, WU Pengfei3, CUI Lei3, WANG Ensi2,3   

  1. 1. Affiliated Hospital, Changchun University of Chinese Medicine, Changchun 130061, China;2. College of Life Science, Jilin University, Changchun 130021, China;3. College of Pharmacy, Jilin University, Changchun 130021, China
  • Received:2007-04-05 Revised:1900-01-01 Online:2008-01-26 Published:2008-01-26
  • Contact: WANG Ensi

Abstract: FTY-720, a new kind of immunosuppressant, 2-amino2-[2-(4-octylphenyl)ethyl-1,3-propanediol hydrochloride was synthesized via Friedelcrafts acylation, reduction, acylation, alkylation and Et3SiH/ TiCl4 reduction as a pivotal step from the starting material benzene or Friedel crafts acylation, alkylation, Et3SiH/ TiCl4 reduction and reduction as a pivotal step from the starting material phenethyl alcohol respectively and the total yield of the FTY-720 was 17% or 21% respectively. The structure of the target molecule and the key intermediates were confirmed by IR, 1H NMR, 13C NMR and MS in our experiments. The route is simpler, more efficientand convenient that may be applied to industrial production.

Key words: synthesis, FTY720, medicinal chemistry, immunosuppressant

CLC Number: 

  • O621.26