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    題名: 含三氟硼酸官能基之肦肽化合物及衍生物之合成(I);利用Gabriel合成法合成含硼一級胺類化合物(II);利用Ugi反應合成多重含硼化合物(III)
    其他題名: Synthesis of potassium peptidyl trifluoroborates and their analogs (I);synthesis of boron-containing amines by modified gabriel synthesis (II);synthesis of multiple boron-containing analogs via Ugi reaction (III)
    作者: 林庭如;Lin, Ting-Ju
    貢獻者: 淡江大學化學學系碩士班
    潘伯申;Pan, Po-Shen
    關鍵詞: ;一級胺;硼中子捕獲治療;boron;peptoid;primary amine;Ugi-4CR;BNCT
    日期: 2014
    上傳時間: 2015-05-04 09:48:10 (UTC+8)
    摘要: 含三氟硼酸官能基之肦肽化合物及衍生物之合成(I):本實驗設計與合成出系列A與系列B之含硼胜肽化合物,此類化合物可用簡單的方法合成製備與純化。

    利用Gabriel合成法合成含硼一級胺類化合物(II):本實驗進行含硼一級胺合成條件的優化,減少反應時間並以較簡單的方式進行純化,進而提升產率,以利於含硼一級胺化合物可成為新的peptoid合成所需的building blocks,或進行其他合成上的應用。

    利用Ugi反應合成多重含硼化合物(III):本實驗利用Ugi-4CR反應,以簡易的合成與純化方法,成功的合成出一系列含多重硼化合物。實驗結果發現,若起始物含有拉電子基團(F),則反應需以60oC進行。如含推電子基團(OMe)則需以65oC進行。而不含推或拉電子基團的起始物則只需以50oC即可進行反應。目前正進行生物活性之評估,期望此類化合物能成為新一代BNCT的藥物。
    Synthesis of Potassium Peptidyl Trifluoroborates and their Analogs (I):In this research, we have designed and synthesized two series of boron-containing analogues. These compounds could be easily synthesized and purified via simple synthetic operations.
    Synthesis of Boron-containing Amines by Modified Gabriel Synthesis (II):In this project, we have discovered the optimal synthetic conditions for the synthesis of boron-containing primary amines. Further, we have successfully demonstrated the utilization of these boron-containing primary amine building blocks to generate series of boron-containing Ugi analogues in moderate to good yield.
    Synthesis of Multiple Boron-containing Analogs via Ugi Reaction (III):In this project, we have successfully synthesized series of multiple boron-containing Ugi analogs. The synthetic methods we have developed provide a simple and efficient protocol to generate series of novel compounds. We’ve found that, if the starting material contains an electron-withdrawing group (EWG) (i.e. -F), the reaction temperature requires to be 60oC. On the other hand, when the electron-donating group (EDG) (i.e. -OMe) is present, a higher reaction temperature (65oC) is required. Interestingly, when neither EDG nor EWG is present, only moderate heating condition (50oC) is necessary. The synthesized boron agents are currently being evaluated for their potential in BNCT application. The result will be reported in due course.
    顯示於類別:[化學學系暨研究所] 學位論文

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