148762-54-3Relevant articles and documents
Combinatorial aid for underprivileged scaffolds: Solution and solid-phase strategies for a rapid and efficient access to novel aza-diketopiperazines (aza-DKP)
Bonnet, Dominique,Margathe, Jean-Francois,Radford, Sally,Pflimlin, Elsa,Riche, Stephanie,Doman, Pete,Hibert, Marcel,Ganesan
, p. 323 - 334 (2012/07/13)
An efficient solution-phase synthesis of aza-diketopiperazines (aza-DKP, triazinediones) is reported. A structurally diverse collection of c-[aza-alkylGly-Pro] derivatives and yet unreported 2,4,5-trisubstituted-1,2,4- triazine-3,6-diones has been synthesized starting from Fmoc-l-Pro-OH and various Fmoc-l-amino acids. To extend the practical value of this class of dipeptidomimetics, a general solid-phase synthesis approach amenable to library production was developed on both Wang-PS and HMBA-PS resins. The final acidic treatment of the resins in TFA/water mixture at room temperature enabled the rapid and quantitative cyclization/release highly pure triazinediones. The conformational preferences and the spatial organization of the three substituents of a representative 2,4,5-trisubstituted-1,2,4-triazine-3,6-dione were investigated by X-ray diffraction and 1H NMR spectroscopy.
Approaches to Pseudopeptidic Ergopeptines. Synthesis and Molecular Structure of an α-Aza-phenylalanine-containing Oxa-cyclol
Pinnen, Francesco,Luisi, Grazia,Lucente, Gino,Gavuzzo, Enrico,Cerrini, Silvio
, p. 819 - 824 (2007/10/02)
A synthesis of the tetrahedral adduct (oxa-cyclol) 6 structurally related to the peptide portion of ergotamine and possessing an α-aza-phenylalanine residue in place of the central phenylalanine is described.The reaction sequence comprises acylation of cy