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Synthesis of Fluorinated Pyrrolo[2,3-b]pyridine and Pyrrolo[2,3-d]pyrimidine Nucleosides

  作者 IAROSHENKO VIKTOR O; WANG YAN; SEVENARD DMITRI V; VOLOCHNYUK DMITRIY M  
  选自 期刊  Synthesis;  卷期  2009年-11;  页码  1851-1857  
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[摘要]With the Purpose of synthesizing novel ADAs (adenosine deaminase) and IMPDH (inosine 5'-monophosphate dehydrogenase) inhibitors the reactions of 5-amino-1-tert-butyl-1-H-pyrrole-3-carbonitrile with fluorinated 1,3-bielectrophiles were studied. An efficient and convenient synthetical approach to fluorinated pyrrolo[2,3-b]pyridines was developed. The tert-butyl protecting group was successfully removed by treating the pyrrolopyridines or -pyrimidines with 60% Sulfuric acid and this was followed by direct glycosylation of the products.

 
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