Tetrahedron

The total synthesis of bisucaberin

RJ Bergeron, JS McManis

Index: Bergeron, R. J.; McManis, J. S. Tetrahedron, 1989 ,  vol. 45,  # 16  p. 4939 - 4944

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Citation Number: 34

Abstract

The first total synthesis of 6, 17-dihydroxy-1, 6, 12, 17-tetraazacyclodocosane-2, 5, 13, 16- tetrone (bisucaberin) is presented. The synthetic scheme employed in this study illustrates the utility of O-benzyl-N-(tert-butoxycarbonyl)-N-(4-cyanobutyl) hydroxylamine 3, as an intermediate in the synthesis of both bisucaberin and desferrioxamine B. The bisucaberin macrocyclic lactam precursor, a linear ω-amino acid 10, is constructed from the ...