Synthesis

Aromatic β-amino acids as Asp-Phg mimics in LDV derived VLA-4 antagonists

V Wehner, H Blum, M Kurz, HU Stilz

Index: Wehner, Volkmar; Blum, Horst; Kurz, Michael; Stilz, Hans Ulrich Synthesis, 2002 , # 14 p. 2023 - 2036

Full Text: HTML

Citation Number: 17

Abstract

Abstract Aromatic β-amino acid esters 2a-h were prepared in racemic and enantiomerically pure form by the Radionow reaction or based on the method described by Davis and used as mimics of the Asp-Phg C-terminus in LDV derived VLA-4 antagonists. As a promising β- amino acid ester, 11 was identified and used for the synthesis of the highly potent VLA-4 antagonist S9059 with an IC 50 of 1.6 nM in a cell attachment assay.