Synthesis of a Protected Acetylene Dipeptide Isostere

M Van Marsenille, C Gysen, D Tourwé…

Index: Van Marsenille; Gysen; Tourwe; Van Binst Bulletin des Societes Chimiques Belges, 1986 , vol. 95, # 2 p. 127 - 132

Full Text: HTML

Citation Number: 3

Abstract

Abstract A racemic dipeptide analogue of Leu-Gly in which the peptide bond is replaced by a carbon-carbon triple bond has been prepared. Key steps are the use of a Mitsunobu reaction to introduce a phtaloyl-protected aminogroup and subsequent Jones oxidation of a primary alcohol to the carboxylic acid.