A simplified synthesis of the diastereomers of Levuglandin E2

A simplified synthesis of the diastereomers of Levuglandin E2
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DOI:
10.1081/scc-200048945
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发表时间:
2005-01-01
影响因子:
2.1
通讯作者:
Roberts, LJ
Roberts, LJ
中科院分区:
化学4区
文献类型:
--
作者:
Amarnath, V;Amarnath, K;Roberts, LJ

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我们报道了一种合成左旋乌格兰丁E-2的方法,它是一种容易分离的非对映体(15-E-2-异酮)的混合物。其主要特点是其活性醛作为二甲基缩醛的保护,其引入2,2-二甲氧基乙醛,并在几分钟内用蒙脱土K-10去除。该合成可修饰为制备具有稳定同位素或放射性标记的15- e -2-异酮化合物。
We report a synthesis of Levuglandin E-2, as a mixture of easily separable diastereomers (15-E-2-isoketals). The key feature is the protection of its reactive aldehyde as dimethyl acetal, which is introduced with 2,2-dimethoxyethanal and removed in minutes with Montmorillonite K-10. The synthesis could be modified to the preparation of 15-E-2-isoketals with stable isotopes or with radiolabels.