Stereoselective Synthesis of (E)- and (Z)-β-Bromostyrene Containing Trifluoromethyldiazirine for Photoaffinity Labeling

    • HASHIMOTO Makoto
    • Department of Agricultural and Life Science, Obihiro University of Agriculture and Veterinary Medicine
    • KOMANO Tomoko
    • Department of Agricultural and Life Science, Obihiro University of Agriculture and Veterinary Medicine
    • NABETA Kensuke
    • Department of Agricultural and Life Science, Obihiro University of Agriculture and Veterinary Medicine
    • HATANAKA Yasumaru
    • Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

Abstract

A convenient procedure for the synthesis of (E)- and (Z)-β-bromostyrene containing trifluoromethyldiazirine is described, which involves the stereoselective reduction of the corresponding trifluoromethyldiazirinyl β,β-dibromostyrene without damaging the photophor. The synthetic route easily introduced deuterium, which can be utilized for the detection of a photolabeled component by MS spectrometry, after construction of a trifluoromethyldiazirinyl skeleton.

Journal

Chemical & pharmaceutical bulletin   [List of Volumes]

Chemical & pharmaceutical bulletin 53(1), 140-142, 2005-01-01  [Table of Contents]

The Pharmaceutical Society of Japan

References:  20

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Cited by:  1

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Codes

  • NII Article ID (NAID) :
    10016651878
  • NII NACSIS-CAT ID (NCID) :
    AA00602100
  • Text Lang :
    ENG
  • Article Type :
    Journal Article
  • ISSN :
    00092363
  • NDL Article ID :
    7201182
  • 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.53.140
  • Databases :
    CJP  CJPref  NDL  NII-ELS  J-STAGE