Synthesis of 3′,5′-cyclic diguanylic acid (cdiGMP) using 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl as a protecting group for 2′-hydroxy functions of ribonucleosides

Synthesis of 3′,5′-cyclic diguanylic acid (cdiGMP) using 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl as a protecting group for 2′-hydroxy functions of ribonucleosides
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DOI:
10.1080/15257770601112762
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发表时间:
2007-01-01
影响因子:
1.3
通讯作者:
Aguilar, Aime Lopez
Aguilar, Aime Lopez
中科院分区:
生物学4区
文献类型:
--
作者:
Yan, Hongbin;Aguilar, Aime Lopez

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本文报道了一种用修饰h -膦酸盐法合成3′,5′-环二胍酸的简便方法。采用1-(4-氯苯基)-4-乙氧基辣椒苷-4-基(Cpep)基团作为核糖核苷2′-羟基功能的保护基团。完全解封完全保护的3',5'-环二胍酸使cdiGMP作为一种均相化合物,收率很高。
We herein report a convenient synthesis of 3',5'-cyclic diguanylic acid via the modified H-phosphonate approach. The 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) group was used as Protecting group for the 2'-hydroxy functions of ribonucleosides. Complete unblocking of the fully protected 3',5'-cyclic diguanylic acid gave cdiGMP as a homogeneous compound in an excellent yield.