From adenosine to 3′-deoxyadenosine:: Development and scale up

被引:29
作者
Aman, S [1 ]
Anderson, DJ [1 ]
Connolly, TJ [1 ]
Crittall, AJ [1 ]
Ji, GJ [1 ]
机构
[1] Raylo Chem Inc, Edmonton, AB T6C 4A9, Canada
关键词
D O I
10.1021/op000209x
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A manufacturing process has been developed suitable for the production of 3'-deoxyadenosine (cordycepin, 3'-dA) in 20% yield from adenosine, The chemistry involves conversion of adenosine to isomeric 2',3'-bromoacetates with isolation of the desired isomer in high purity. Acidic hydrolysis followed by hydrogenolysis afforded product with a purity of greater than or equal to 99%, Unlike routes reported in the literature, intermediates are isolated as solids, thus avoiding the use of chromatography for isomer separation and final product purification.
引用
收藏
页码:601 / 605
页数:5
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