Nabscessin C (1)是從市售的肌醇(myo-inositol)與原甲酸三乙酯(triethyl orthoformate)經由12步合成出來。肌醇原酸酯化合物81，其具有兩個軸向羥基和一個赤道羥基，這個特徵有助於更好地區分原酸酯的羥基。 此合成主要是利用肌醇(myo-inositol)原有的六元環架構，將環上羥基進行脫氧(deoxygenation)以及還原胺化反應(reductive amination)使羥基轉換為胺基生成碳氮鍵，得到其關鍵中心脫氧胺基鯊肌醇(2-deoxy-scyllo-inosamine, DOIA)來合成目標產物。 ;We synthesize from commercial available myo-inositol and triethyl orthoformate. The myo-inositol orthoester has two axial hydroxyl and one equatorial hydroxyl group and this feature facilitates better discrimination among the hydroxyl groups of orthoesters. We use the structure of myo-inositol and subsequent transformations, including deoxygenation and reductive amination, to provide the key 2-deoxyscylla inosine core (DOIA) to complete the synthesis of Nabscessin C (1).
