Abstract5,11,17,23‐Tetra‐tert‐butyl‐25,26,27,28‐tetrahydroxy‐2,8,14,20‐tetraoxocalix[4]arene (4) was synthesized by oxidation of the tetraacetate of 5,11,17,23‐tetra‐tert‐butyl‐25,26,27,28‐tetrahydroxycalix[4]arene (1). Compound4was characterized by chemical and spectroscopic methods. Reduction of4with hydrazine forms the starting material1. 4reacts with sodium borohydride to give 5,11,17,23‐tetra‐tert‐butyl‐2,8,14,20,25,26,27,