Synfacts 2007(3): 0336-0336  
DOI: 10.1055/s-2007-968227
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Solid-Phase Total Synthesis and Structure Proof of Callipeltin B

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
R. Krishnamoorthy, L. D. Vazquez-Serrano, J. A. Turk, J. A. Kowalski, A. G. Benson, N. T. Breaux, M. A. Lipton*
Purdue University, West Lafayette, USA
Further Information

Publication History

Publication Date:
20 February 2007 (online)

Significance

A solid-phase total synthesis and structure revision of cytotoxic, cyclic heptadepsi­peptide, natural product callipeltin B, whose originally proposed structure was incorrect, were achieved. Three isomers 1a-c were synthesized (15%, 14% and 15% overall yields, respectively) in 11 steps from Tentagel-based TG Sieber amide resin 2. From comparison of the 1H NMR spectra of 1a-c with those of callipeltin B, the authors concluded that the correct structure of callipeltin B is 1c.