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Synthesis of a cisplatin derivative from lithocholic acid
Tetrahedron ( IF 2.1 ) Pub Date : 2018-01-08 , DOI: 10.1016/j.tet.2018.01.007
Agnieszka Hryniewicka , Zenon Łotowski , Barbara Seroka , Stanisław Witkowski , Jacek W. Morzycki

A new steroidal-platinum(II) hybrid compound was synthesized using a simple and efficient methodology. The synthesis was performed by a convergent approach with cross metathesis (CM) as a key step. An olefin derived from lithocholic acid and a vinyl substituted ethylenediamine derived from l-serine were used as chiral building blocks, which were combined in the CM step. The most important advantage of this method was the utilization of l-serine as a cheap, stereoisomerically pure substrate. A steroid with a diamino system in the side chain was subjected to reaction with potassium tetrachloroplatinate to obtain the target platinum(II) complex. Attempts to synthesize similar diamine systems using the asymmetric Strecker reaction were unsuccessful.



中文翻译:

由石胆酸合成顺铂衍生物

使用一种简单有效的方法合成了一种新的甾体-铂(II)杂化化合物。通过交叉复分解(CM)为关键步骤的收敛方法进行合成。得自石胆酸的烯烃和得自1-丝氨酸的乙烯基取代的乙二胺用作手性结构单元,它们在CM步骤中结合。该方法的最重要优点是将1-丝氨酸用作便宜的立体异构纯底物。使在侧链中具有二氨基系统的类固醇与四氯铂酸钾反应以获得目标铂(II)络合物。使用不对称Strecker反应合成相似的二胺体系的尝试均未成功。

更新日期:2018-01-08
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