New methodology for the preparation of 3-hydroxy-2-pyridinone (3,2-HOPO) chelators - reaction of amines with a novel electrophilic 3,2-HOPO precursor
New methodology for the preparation of 3-hydroxy-2-pyridinone (3,2-HOPO) chelators - reaction of amines with a novel electrophilic 3,2-HOPO precursor
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DOI：
10.1016/s0040-4039(02)01730-6
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发表时间：
2002-10-07
影响因子：
1.8
通讯作者：
Gopalan, AS
中科院分区：
文献类型：
--
作者：
Lambert, TN;Chittamuru, S;Gopalan, AS
研究了新型亲电型甲磺酸亚胺酯盐5的制备及其与伯胺和仲胺的反应。苯胺、叔丁胺和仲胺与5通过开环反应生成相应的高收率HOPO衍生物。该方法的有效性已通过制备两种新的二hopo衍生物19和21得到证明。该方法允许将HOPO配体引入到各种胺平台上，而不会同时形成酰胺键，并提供了增加水溶性的HOPO螯合剂。(C) 2002出版，Elsevier Science Ltd.
The preparation of the new electrophilic iminium ester mesylate salt 5 and its reaction with primary and secondary amines have been investigated. Aniline, t-butylamine, and secondary amines react with 5 via ring opening to give the corresponding HOPO derivatives in high yields. The usefulness of this methodology has been demonstrated by the preparation of two new di-HOPO derivatives 19 and 21. This method allows the introduction of the HOPO ligand onto a variety of amine platforms without the concomitant formation of an amide bond and provides access to HOPO chelators of increased water solubility. (C) 2002 Published, by Elsevier Science Ltd.