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J Org Chem. 1999 Feb 05;64(3):826-831. doi: 10.1021/jo981664i.

Total Synthesis of Bistratamide D.

The Journal of organic chemistry

Susan V. Downing, Enrique Aguilar, A. I. Meyers

Affiliations

  1. Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523.

PMID: 11674153 DOI: 10.1021/jo981664i

Abstract

The total synthesis of the macrocyclic hexapeptide bistratamide D is reported. The synthetic strategy involved assembly of enantiomerically pure oxazole, thiazole, and oxazoline segments derived from amino acids. Macrocyclization of the hexapeptidic aminooxazoline-oxazole-thiazole carboxylic acid fragment was accomplished by activation with O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU).

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