Aminodeoxybestatin and epi-aminodeoxybestatin: stereospecific synthesis and aminopeptidase inhibition

  title={Aminodeoxybestatin and epi-aminodeoxybestatin: stereospecific synthesis and aminopeptidase inhibition},
  author={Rosario Herranz and Soledad Vinuesa and Julia Castro‐Pichel and Concepci{\'o}n P{\'e}rez and Ma Teresa Garc{\'i}a-L{\'o}pez},
  journal={Journal of The Chemical Society-perkin Transactions 1},
The synthesis of aminodeoxybestatin and epi-aminodeoxybestatin [(2S,3R)- and (2R,3R)-2,3-di-amino-4-phenylbutanoyl-L-leucine; (2S,3R)- and (2R,3R)-DAPBA-L-Leu)], bestatin and epi-bestatin analogues, respectively, in which the hydroxy group has been replaced with an amino group, is described by two different methods. The first one involves the synthesis of bis-(N-Z)-DAPBA, by homologation of N-Z-phenylalanine, via a modified Strecker synthesis followed by subsequent coupling with the methyl… 
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