Journal
TETRAHEDRON LETTERS
Volume 46, Issue 15, Pages 2567-2570Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.02.097
Keywords
didmolamides; bis(triphenyl)oxodiphosphonium; trifluorimethanesulfonate; thiazoline; thiazole
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The first total synthesis of didmolamides A (1) and B (2) has been accomplished by the solid phase assembly of thiazole-containing amino acids and commercially available Fmoc-protected amino acids. The synthesis of didmolamide B was also achieved in high yield using solution phase peptide synthesis. The thiazole-containing amino acid composing 1 and 2 was synthesized by a MnO2 oxidation of a thiazoline, prepared from an Ala-Cys dipeptide using bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate. The final macrolactamization was accomplished efficiently by PyBOP and DMAP in solution. (c) 2005 Elsevier Ltd. All rights reserved.
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