%0 Journal Article %T New synthesis of heteroglycoclusters from p-t-butylcalix[4]arene tetraalkoxyheterohalides as key intermediates %+ Laboratoire de Glycochimie, des Antimicrobiens et des Agro-ressources - UMR CNRS 7378 (LG2A ) %+ Plateforme Analytique (PFA) %+ Laboratoire d'Application de la Chimie aux Ressources et Substances Naturelles de l'Environnement %A Taouai, Marwa %A Chakroun, Khouloud %A Vallin-Butruille, Aurelie %A Cezard, Christine %A Romdhani, Moufida %A Mathiron, David %A Lesur, David %A Abidi, Rym %A Benazza, Mohammed %< avec comité de lecture %@ 1551-7004 %J ARKIVOC - Online Journal of Organic Chemistry %I Arkat USA Inc %N 7 %P 186-200 %8 2018 %D 2018 %R 10.24820/ark.5550190.p010.627 %Z Life Sciences [q-bio]/Biochemistry, Molecular BiologyJournal articles %X A straightforward synthesis of heteroglycoclusters based p-t-butylcalix[4]arene has been achieved. The key step is the formation of hetero-halopentyloxy-p-t-butylcalix [4]arene mixture via haloalkylation with 1-bromo-5-chloropentane as asymmetric alkylating reagent. Subsequent selective exchange of bromide by azide under mild conditions provides selectively azido-chloro species suitable for click reaction with first propargylglycoside. The products here can then be subjected to further azidation to enable attachment of different glycosides via click chemistry reaction. [GRAPHICS] . %G English %L hal-03613503 %U https://u-picardie.hal.science/hal-03613503 %~ CNRS %~ UNIV-PICARDIE %~ INC-CNRS %~ U-PICARDIE %~ LG2A %~ PFA %~ TEST2-HALCNRS