1094617-75-0Relevant academic research and scientific papers
Total synthesis of cyclotheonamide C by use of an α-keto cyanophosphorane methodology for peptide assembly
Roche, Stephane P.,Faure, Sophie,El Blidi, Lahssen,Aitken, David J.
experimental part, p. 5067 - 5078 (2009/05/07)
The total synthesis of cyclotheonamide C (3), a macrocyclic pentapeptide incorporating an α-keto homoarginine (k-Arg) and a vinylogous dehydrotyrosine (V-ΔTyr) unit, has been achieved. For comparison of macrocyclisation feasibility, two linear pentapeptides bearing free ketone functions at the k-Arg units were prepared, by use of tandem oxidation/coupling reactions on α-keto cyanophosphorane precursors as the key processes for pentapeptide elaboration. Successful activation and coupling at the pentapeptide V-ΔTyr C terminus led to the target molecule core, and thus provided a short total synthesis of the target compound. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
