Convergent synthesis of D-(−)-quinic and shikimic acid-containing dendrimers as potential C-lectin ligands by sulfide ligation of unprotected fragments
- 1 January 1999
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 20,p. 2967-2975
- https://doi.org/10.1039/a904679h
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.Keywords
This publication has 0 references indexed in Scilit: