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Synlett 1990; 1990(1): 33-36
DOI: 10.1055/s-1990-20976
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Design and Total Synthesis of a Conformational Analog of Bouvardin/Deoxybouvardin

Dale L. Boger* , Daniel Yohannes
  • *Departments of Chemistry and Medicinal Chemistry, Purdue University, West Lafayette, Indiana 47907, USA
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Publikationsdatum:
08. März 2002 (online)

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The synthesis of 7 [c-(D-Ala-Ala-N-Me-Tyr(OHC3)-Ala-N-Me- CH2-o-C6H4CH2CO)], a conformational analog of the potent antitumor agents bouvardin and deoxybouvardin possessing a rigid Tyr5/Tyr6 cis peptide bond mimic (C-2 to C-5) and a potentially induced active conformation comparable to that found in the conformationally rigid natural products, is detailed.