An Improved First-Generation Synthesis ofent-Oxycodone
An Improved First-Generation Synthesis ofent-Oxycodone
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DOI：
10.1002/slct.202001320
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发表时间：
2020-07-23
期刊：
影响因子：
2.1
通讯作者：
Hudlicky, Tomas
中科院分区：
文献类型：
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作者：
Endoma-Arias, Mary Ann A.;Makarova, Mariia;Hudlicky, Tomas
介绍了以乙酸苯乙酯为原料合成非天然氧可酮的立体选择性全合成方法的改进。与先前发表的第一代合成相比，通过在“一个锅”中进行一些化学转化，减少了总步数，并改变了化学操作的顺序。（+）-羟考酮的合成共12道工序（17步），总收率为1.6%，而我们之前的合成（13道工序，19步，收率1.5%）提供了所有新化合物的实验和光谱数据。
An improvement in the stereoselective total synthesis of unnatural (+)-oxycodone from phenethyl acetate is described. The total step count was reduced by conducting some chemical transformations in "one-pot" and a change in the sequence of chemical operations was implemented, in comparison with the previously published first-generation synthesis. The synthesis of (+)-oxycodone was completed in a total of 12 operations (17 steps) and an overall yield of 1.6%, in comparison to our previous synthesis (13 operations, 19 steps, 1.5% yield) Experimental and spectral data are provided for all new compounds.