187402-73-9Relevant academic research and scientific papers
Application of acyl cyanophosphorane methodology to the synthesis of protease inhibitors: Poststatin, eurystatin, phebestin, probestin and bestatin
Wasserman, Harry H.,Petersen, Anders K.,Xia, Mingde
, p. 6771 - 6784 (2007/10/03)
Full details are given for the syntheses of the protease inhibitors, poststatin and eurystatin by the acyl cyanophosphorane coupling procedure used for the formation of α-keto amides. We have also extended this methodology to the syntheses of the related α-hydroxy amide natural products, phebestin, probestin and bestatin. The key step in the latter synthetic sequences involved diastereomeric selectivity in the reduction of the α-keto precursor to the corresponding α-hydroxy amide by the use of zinc borohydride.
New stereoselective synthesis of the peptidic aminopeptidase inhibitors bestatin, phebestin and probestin
Righi, Giuliana,D'Achille, Claudia,Pescatore, Giovanna,Bonini, Carlo
, p. 6999 - 7002 (2007/10/03)
Peptidic aminopeptidase inhibitors, bestatin, phebestin and probestin have been prepared by stereo- and regiocontrolled reactions from a common α,β-epoxy ester precursor.
Synthesis of the peptidic α-hydroxy amides phebestin, probestin, and bestatin from α-keto amide precursors
Wasserman, Harry H.,Xia, Mingde,Petersen, Anders K.,Jorgensen, Michael R.,Curtis, Erin A.
, p. 6163 - 6166 (2007/10/03)
Aminopeptidase inhibitors, phebestin, probestin and bestatin have been prepared by stereospecific reduction of α-keto amide precursors using zinc borohydride.
