Building units for N-backbone cyclic peptides. 3. Synthesis of protected N α-(ω-aminoalkyl) amino acids and N α-(ω-carboxyalkyl) amino acids

D Muller, I Zeltser, G Bitan, C Gilon

Index: Muller, Dan; Zeltser, Irena; Bitan, Gal; Gilon, Chaim Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 411 - 416

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Citation Number: 78

Abstract

An improved synthesis of a family of amino acids that contain ω-aminoalkyl groups and of a new family containing ω-carboxyalkyl groups linked to the α-amine is described. The synthesis was performed by alkylation of suitably monoprotected alkylenediamines and protected ω-amino acids with triflates of α-hydroxy acid esters. The reaction proceeded with inversion of configuration yielding optically pure products. The N α-(ω-aminoalkyl) amino ...