An efficient synthetic route for the synthesis of carcerands derived from tetramethylchlorocavitands and its tetraesters derivative were synthesized. A large-scale preparation was achieved in good yield. These carcerands are in bridging unit between oxygen atoms, i.e. contains a 3,5 dihydroxybencyl alcohol units. 1H, and 13C NMR in solution, FTIR, UV-vis spectroscopy, MS-FAB+ spectrometry and elemental analysis confirmed the structure of this carcerands.