Transient silylation of the guanosine O6 and amino groups facilitates N-acylation.
Transient silylation of the guanosine O6 and amino groups facilitates N-acylation.
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鸟苷 O6 和氨基的瞬时甲硅烷基化促进 N-酰化。
DOI：
10.1021/ol049096i
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发表时间：
2004
期刊：
影响因子：
--
通讯作者：
Jones,RogerA
中科院分区：
文献类型：
--
作者：
Fan,Yupeng;Gaffney,BarbaraL;Jones,RogerA
通过~(15)N核磁共振确证了鸟苷衍生物在O6和氨基上硅基化的形成。该中间体可以方便地与乙酰氯或苯氧基乙酰氯反应，高产率地得到相应的N-保护鸟苷衍生物，适用于RNA合成。乙酰基和苯氧乙酰氨基保护基对甲胺/乙醇去保护的不稳定性分别是异丁基的4倍和230倍。
The formation of a guanosine derivative silylated at both the O6 and amino groups was identified by15N NMR. This intermediate allows facile reaction with acetyl chloride or phenoxyacetyl chloride to give in high yield the correspondingN-protected guanosine derivatives, suitable for use in RNA synthesis. The acetyl and phenoxyacetyl amino protecting groups are, respectively, 4 and 230 times more labile than the isobutyryl group to methylamine/ethanol deprotection.