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Issue 20, 1999
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Convergent synthesis of D-(–)-quinic and shikimic acid-containing dendrimers as potential C-lectin ligands by sulfide ligation of unprotected fragments

Abstract

The preparation of D-(–)-quinic and (–)-shikimic acid-derived dendrimers with valencies of 4, 8 and 16, respectively, as potential C-lectin ligands is reported. D-(–)-Quinic and shikimic acids were branched to an (S-tert-butylthio-L-cysteine)-containing tripeptide on solid phase to furnish compounds 1 and 3. These intermediates were reduced upon treatment with tri-n-butylphosphine and linked to N-chloroacetylated L-lysinyl cores via a nucleophilic substitution performed in aqueous DMF.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1999, 2967-2975
Article type
Paper

Convergent synthesis of D-(–)-quinic and shikimic acid-containing dendrimers as potential C-lectin ligands by sulfide ligation of unprotected fragments

C. Grandjean, C. Rommens, H. Gras-Masse and O. Melnyk, J. Chem. Soc., Perkin Trans. 1, 1999, 2967
DOI: 10.1039/A904679H

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