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Phosphonoxins III: Synthesis of alpha-Aminophosphonate Analogs of Antifungal Polyoxins with Anti-Giardia Activity

  作者 STAAKE MICHAEL; CHAUHAN JAY; ZHOU DING; SHANKER AARON; DE CHATTERJEE ATASI; DAS SIDDHARTHA; PATTERSON STEVEN E  
  选自 期刊  Organic Letters;  卷期  2010年12-20;  页码  4596-4599  
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[摘要]A synthesis of alpha-aminophosphonate analogs of polyoxins, termed phosphonoxin C1, C2, and C3, has been achieved The key step was the addition of lithium dimethyl phosphite to the aldehyde of a protected threose derivative alpha-Hydroxyphosphonate analogs C4 and C5 were also obtained by taking advantage of an unprecedented conversion of an azide to hydroxyl during treatment with hydrogen on palladium on carbon. The resulting phosphonoxin C5 inhibited the growth of an intestinal protozoan, Giardia lamblia, at low micromolar concentration

 
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