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Regioselective nitration of N-alpha,N-1-bis(trifluoroacetyl)-L-tryptophan methyl ester: Efficient synthesis of 2-nitro and 6-nitro-N-trifluoroacetyl-L-tryptophan methyl ester

  作者 Osborne, AS; Som, P; Metcalf, JL; Phillips, RS  
  选自 期刊  Bioorganic & Medicinal Chemistry Letters;  卷期  2008年18-21;  页码  5750-5752  
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[摘要]Nitration of N-alpha,N-1-bis(trifluoroacetyl)-L-tryptophan methyl ester with HNO3 in acetic anhydride at 0 degrees C provides N-alpha-trifluoroacetyl-2-nitro-L-tryptophan methyl ester in 67% yield, whereas nitration in trifluoroacetic acid at 0 degrees C gives N-alpha-trifluoroacetyl-6-nitro-L-tryptophan methyl ester in 69% yield. (C) 2008 Elsevier Ltd. All rights reserved.

 
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