1067658-71-2Relevant academic research and scientific papers
Resolution of the Confusion in the Assignments of Configuration for the Ciliatamides, Acylated Dipeptides from Marine Sponges
Takada, Kentaro,Irie, Raku,Suo, Rei,Matsunaga, Shigeki
, p. 2845 - 2849 (2017/11/06)
Direct comparison of authentic ciliatamide A with four synthetic isomers (1-4) by means of NMR and chiral-phase HPLC revealed that ciliatamide A possesses the 12R (d-N-MePhe residue) and 22S (l-Lys residue) configurations, which were not identical with either our previous assignment or those proposed by others through total synthesis. The absolute configuration of the methionine sulfoxide residue in ciliatamide D was also revised to be d.
Total synthesis of ciliatamides A-C: Stereochemical revision and the natural product-guided synthesis of unnatural analogs
Lewis, Jana A.,Daniels, R. Nathan,Lindsley, Craig W.
supporting information; experimental part, p. 4545 - 4548 (2009/05/27)
(Chemical Equation Presented) The first total synthesis of Ciliatamides A-C was completed, leading to a revision of the reported stereochemistry from (S,S) to the (R,R) enantiomers. Due to the expedited route, a library of over 50 unnatural ciliatamide analogs was also prepared.
