Introduction of fluorine in organic molecules constitutes a great interest in pharmaceuticals.It can change chemical and physical properties of molecules due to the great stability of C-F bond and lipophilicity of the fluorinated moiety.The presence of a fluorine atom in carbohydrate reinforces the glycosilic bond,which enhances the therapeutic value of sugar-or nucleoside-based pharmaceuticals.In addition,the unique specificities of the fluorine atom combined with its ability to form hydrogen bonds make fluorine an ideal substituent for hydrogen or hydroxyl groups in substrates.In our continuing interest in the synthesis of KRN-7000 related derivatives,4-fluoro-4-deoxy-KRN-7000 related ceramide analogous were designed to mimic KRN-7000 with stronger stability of glycosilic bond which was proposed to have TH1-biased cytokine secretions.