Orthogonal chemistry is a valuable tool in the preparation of complex molecules as heteroglycoclusters. Unfortunately, selective heteroconjugation of multifunctional starting materials remains a usually challenging problem to overcome. Herein, we report the first report on harnessing N-alkylation of N-acylhydrazone as a key step in the orthogonal synthesis. Sequentially associated with the azido-alkyne click chemistry, it stands out as a new and straightforward synthetic method of glycoconjugate small molecules, heterodisaccharides, and heteroglycoclusters based on cone p-tBu-calixarene and 1,3-alt p-tBu-thiacalixarene with potential drug-like properties.
Bibliographical noteFunding Information:
Support from the LG2 A‐UMR7378‐CNRS research group is gratefully acknowledged. M. Fray was financially supported by a scholarship from the Tunisian government.
© 2022 Wiley-VCH GmbH.
- Cone calix/1,3-alt thiacalixarene
- Orthogonal chemistry