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Fluorine containing analogues of cloprostenol
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2020-05-11 , DOI: 10.1016/j.jfluchem.2020.109552
Nikolay S. Vostrikov , Vadim V. Zagitov , Sergei P. Ivanov , Alexander N. Lobov , Svetlana F. Gabdrakhmanova , Mansur S. Miftakhov

The reaction of methyl ester C-11, C-15 bis-TBDPS derivative of cloprostenol with DAST in CH2Cl2 at −78 °C followed by warming to room temperature results in a product of SN2-substitution at C-9, elimination to give a Δ8,9-olefine, and epimeric 9-deoxy-C-8 fluorides. The reaction products were separated by TLC and HPLC methods. After unblocking the TBDPS protective groups, the antiaggregatory and uterotonic properties of the resulting compounds were studied.



中文翻译:

含氟氯丁烯醇的类似物

氯前列醇的甲酯C-11,C-15氯丁烯醇的C15双-TBDPS衍生物与DAST在CH 2 Cl 2中于-78°C反应,然后升温至室温,在C-9处生成S N 2-取代的产物消除,得到△ 8,9-烯烃和差向异构的9-脱氧-C-8氟化物。通过TLC和HPLC方法分离反应产物。解开TBDPS保护基团后,研究了所得化合物的抗聚集和子宫收缩性质。

更新日期:2020-05-11
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