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Synlett 1999; 1999(6): 737-740
DOI: 10.1055/s-1999-2738
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Bis C-Glycosylated Diphenylmethanes for Stable Glycoepitope Mimetics

Takeshi Kuribayashi* , Sayako Gohya, Yumiko Mizuno, Masayuki Shimojima, Kazuhiro Ito, Susumu Satoh
  • *Exploratory Chemistry Research Laboratories; Fax +81 (3) 54 36-85 70; E-mail: ssatoh@shina-sankyo.co.jp
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Publication Date:
31 December 1999 (online)

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Bis C-glycosylated diphenylmethanes, in which two sugar units protrude from a diphenylmethane scaffold by C-glycosylated bonds, were synthesized as versatile glycoepitope mimetics using C-glycosylated aryl tins and C-glycosylated benzyl bromides. The synthetic method was applied to the synthesis of a sLeX mimetic. Besides, triphenylphosphine oxide was found to be a crucial additive in the Stille coupling reaction.

Stille coupling reaction - additive - aryl C-glycoside - sialyl Lewis X - mimetic