A homologous series of chiral trans-4-alkoxycyclohexylpyrimidines were synthesized and their mesomorphic properties were evaluated with a DSC and a polarizing microscope. It was found that the presence of a trans-1,4-disubstituted cyclohexane ring strongly promoted the formation of the SB phase and seems to suppress the formation of the chiral smectic C (Sc*) phase.