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Lv 5
專家 asked in 科學化學 · 2 decades ago

奎寧醇要怎麼合成呢? 這個東西要怎麼合成呢?感謝前輩指教

1 Answer

  • ?
    Lv 7
    2 decades ago
    Favorite Answer

    1. 在知識+平台很難畫圖 上網的圖也不多 合成的過程本來只需兩三分鐘講解 在此也成了一兩小時寫 因圖難找 所以以下過程要多想像 不明再補充2. 化學合成設計 要學分子的 disconnection approach 及 retrosynthesis 大學部有機化用書 作者: Bruice 有教到圖書館也會有 S. Warren 的 "Organic Synthesis: The Disconnection Approach"3. 所謂retrosynthesis (逆合成分析法)是從最終產物 推估前一步直至最簡單能買到的起始物4. 所謂Disconnection Approach是分子切割方法來分析 分子的併湊5.以本題3-Quinuclidinol


      Py-CH=CH2 +  KMnO4 --> Py-CH(OH)CH2OHPy-CH(OH)CH2OH + H2/PtO2  -> Piperidine-CH(OH)CH2OH Piperidine-CH(OH)CH2OH Al2O3/300oC   -->3-Quinuclidinol2nd Approach (MY IDEA, NO PROMISE IT WILL WORK)Py-CH=CH2 +  KMnO4 --> Py-CH(OH)CH2OHPiperidine-CH(OH)CH2OH + H2CrO3 --> Piperidine-COCO2H (ALPA-KETO ACID)Piperidine-COCO2H DCC/DMAP ->  Quinuclidine-1,3-dione (piperidine-N-CO-4-CO piperidine N與 acid 成amide 另一端與piperidine的4號碳連上)Quinuclidine-1,3-dione +  LiAlH4 -> 3-QuinuclidinolPy-CH(OH)CH2OH + H2/PtO2  -> Piperidine-CH(OH)CH2OH 

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