Please use this identifier to cite or link to this item:
|Scopus||Web of Science®||Altmetric|
|Title:||Design and synthesis of a conformationally restricted trans peptide isostere based on the bioactive conformations of saquinavir and nelfinavir|
|Citation:||Journal of Organic Chemistry, 2001; 66(11):3747-3752|
|Publisher:||Amer Chemical Soc|
|Michael K. Edmonds and Andrew D. Abell|
|Abstract:||The design and synthesis of a new peptide isostere which contains a trans alkene core is described. The key step involves a Wadsworth-Emmons reaction between chiral aldehyde (2S)-9a and chiral phosphonate 7 under base-sensitive conditions to give a chiral enone (2R)-24a which was reduced to afford the desired trans alkene isosteres (2R,5R)-6a and (2R,5S)-6b (Scheme 6). A potential application of this isostere in the synthesis of HIV protease inhibitors is also discussed.|
|Keywords:||Nelfinavir; Saquinavir; HIV Protease Inhibitors; Anti-HIV Agents; Indicators and Reagents; Magnetic Resonance Spectroscopy; Spectrometry, Mass, Electrospray Ionization; Molecular Conformation|
|Description:||Copyright © 2001 American Chemical Society|
|Appears in Collections:||Chemistry publications|
Files in This Item:
There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.