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A New and Expedient Total Synthesis of Ochratoxin A and d(5)-Ochratoxin A

  作者 GABRIELE BARTOLO; ATTYA MOHAMED; FAZIO ALESSIA; DI DONNA LEONARDO; PLASTINA PIERLUIGI; SINDONA GIOVANNI  
  选自 期刊  Synthesis;  卷期  2009年-11;  页码  1815-1820  
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[摘要]A new total synthesis of the mycotoxin ochratoxin A (OTA) is presented, in which it is prepared in 9% overall yield from commercially available Substrates. The key step consists of the condensation reaction between protected L-phenylalanine and 5-chloro-8-hydroxy-3-methyl-1-oxoisochromane-7-carboxylic acid (ochratoxin alpha, OT alpha). The same strategy could be successfully applied to L-d(5)-phenylalanine, leading to the first total synthesis of d(5)-OTA a molecular tracer (or the detection and analytical quantification of the natural mycotoxin in food samples by means of stable isotope dilution assay (SIDA).

 
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