A Convenient Synthesis of Immunosuppressive Agent FTY720 Using the Petasis Reaction

Abstract

A convenient synthesis of immunosuppressive agent FTY720 (1) using the Petasis reaction was developed. 4-Octylbenzaldehyde (9) was converted into 1-ethenyl-4-octylbenzene (11) by two-step synthesis. Hydroboration of 11 using catecholborane and hydrolysis gave (E)-2-(4-octylphenyl) vinylboronic acid (4). The Petasis reaction of 4, dihydroxyacetone (3), and benzylamine following catalytic hydrogenation afforded FTY720 (1).

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 53(1), 100-102, 2005-01-01  [Table of Contents]

The Pharmaceutical Society of Japan

References:  16

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Cited by:  1

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Codes

  • NII Article ID (NAID) :
    110003665511
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • Article Type :
    Journal Article
  • ISSN :
    00092363
  • NDL Article ID :
    7201005
  • NDL Source Classification :
    ZS51(科学技術--薬学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No. :
    Z53-D167
  • DOI :
    10.1248/cpb.53.100
  • Databases :
    CJP  CJPref  NDL  NII-ELS  J-STAGE