Sphingosine 1是一種生物體內常見的代謝物，目前已知具有刺激細胞生長與引導細胞死亡的能力，可用來研究對付具有抗藥性腫瘤的方法。
從絕對結構鑑定完成至今，過去50年間不斷有人對具有光學純度的sphingosine進行合成研究。本論文最主要的目標，是藉由本實驗室自行研發的輔助基53，先與第三丁基甘胺酸酯 61進行縮合，再利用產物亞胺54與不飽和醛60進行非對稱醛醇縮合，在酸性條件下水解、LAH還原之後即可得到具光學純度之D-erythro Sphingosine 1a。

Sphingosine 1 is common metabolite in vivo. It is proved that sphingosine could stimulate cell growth or induce apoptosis of cells under different conditions. The observation provides a new strategy and a promising approach for the treatment of drug resisting tumors.
The synthesis of optically pure sphingosine was studied by many groups in the past 50 years. In this thesis, the chiral auxiliary 53 studied in our lab was employed to synthesize sphingosine 1a. After condensation of amide 53 and glycinate 61, imine 54 was deprotonated and the enolate reacted with □□□-unsaturated aldehyde 60. After hydrolysis and reduction, optically pure D-erythro sphingosine 1a was obtained.

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