The Synthesis Of The Derivatives Of Calix[4]arene Containing Nucleoside

Calixarenes, the synthetic macrocycles derived from the condensation of phenols and formaldehyde, display recognition abilities to many guest molecules including those having biological activity on account of their hydrophobic cavities and are easily modified at the lower-rim or the upper-rim. Calixarenes taken as the third general artificial synthetic receptors, following crown ethers and cyclodextrins, have been well explored in molecular recognition and molecular self-assembly. At present, more and more literatures have reported linking nucleoside group or the nucleoside basic group to macromolecular compounds, as the recognized point of the position of another nucleoside group.In this paper, we designed two new derivatives of calix[4]arene containing nucleoside those have no literature reported. Because of nucleoside and peptide linkage, we hope we can use the recognition between the nucleosids and between -COOH å’Œ-NH₂ as the recognized point. It has a bigger significance in molecular recognition and molecular self-assembly.Calix[4]arene is modified at the lower-rim with bromoacetate to form the main structure of the target compound, and with Uridine as the starting material, the side chain was synthesiszed by means of the protection of acetone, sulphonylation, azidation and reduction. We did lots of experimental to optimize the condition and the synthesis methods, and finally found the best plan to synthesize our target compound.