Tetrahedron

Synthesis of a β-strand mimetic based on a pyridine scaffold

D Blomberg, K Brickmann, J Kihlberg

Index: Blomberg, David; Brickmann, Kay; Kihlberg, Jan Tetrahedron, 2006 , vol. 62, # 47 p. 10937 - 10944

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Citation Number: 17

Abstract

A synthetic route to a 2, 4-disubstituted pyridine as a potential β-strand mimetic has been developed and applied in the synthesis of a tripeptidomimetic of Leu-Gly-Gly. The pyridine scaffold replaces the central glycine, and is substituted with analogues of leucine and glycine in positions 4 and 2, respectively. 2-Fluoro-4-iodopyridine was chosen as the functionalized scaffold and was substituted with protected leucinal in position 4 via a ...