Chemoselective deprotection of alpha-indole and imidazole ribonucleosides.
Chemoselective deprotection of alpha-indole and imidazole ribonucleosides.
复制标题
α-吲哚和咪唑核糖核苷的化学选择性脱保护。
DOI：
10.1080/15257770601052216
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发表时间：
2007
期刊：
影响因子：
--
通讯作者：
Brown,KennethL
中科院分区：
文献类型：
--
作者：
Chandra,Tilak;Brown,KennethL
A series of 2 ′,3 ′-isopropylidene and 5 ′-trityl-protected α-indole and α/β-benzimidazole and imidazole ribonucleosides were deprotected with different acids. Selectivity was achieved for 5 ′-versus 2 ′,3 ′- deprotection by using formic acid in the α-indole ribonucleoside series. Treatment of α-indole ribonucleosides with a mixture of formic acid and ether at room temperature afforded 2 ′,3 ′-deprotected α-ribonucleosides, whereas treatment of the α-benzimidazole ribonucleosides with the same acid afforded the 5 ′-deprotected ribonucleoside without any 2 ′, 3 ′-deprotected products. The structures of these ribonucleosides were elucidated with 2D (NOESY, COSY, and HMQC) NMR spectroscopy.
