1042741-00-3Relevant academic research and scientific papers
Solid-phase synthesis of a cyclodepsipeptide: Cotransin
Coin, Irene,Beerbaum, Monika,Schmieder, Peter,Bienert, Michael,Beyermann, Michael
supporting information; experimental part, p. 3857 - 3860 (2009/07/09)
(Chemical Equation Presented) The first solid-phase synthesis of cotransin-a cyclic depsipeptide having high pharmacological potential-was achieved, by a proper choice of coupling reagents and use of either TBAF or DBU for Fmoc removal to suppress the otherwise dominating, sequence-derived diketopiperazine formation. Starting the assembly from C-terminal lactic acid allowed fast and epimerization-free cyclization in solution. Novel conditions for orthogonal use of the Fmoc/Bsmoc-protection system were discovered, and an unexpected nucleophilic behavior of DBU was observed.
