Synthesis of tris-tertiary amine CycloTriVeratrilene (TACTV) derivatives as water soluble pre-organized three aromatic ring containing molecular scaffolds for the construction of protein mimics

[Display omitted] •Synthesis of water soluble highly pre-organized tris-tertiary amine CycloTriVeratrilene derivatives.•Synthesis of water soluble several aromatic ring containing compounds.•A semi-orthogonally protected molecular scaffold for introduction of different moieties.•One pot five step sy...

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Veröffentlicht in:Tetrahedron letters 2019-11, Vol.60 (47), p.151245, Article 151245
Hauptverfasser: Longin, Ondřej, van de Langemheen, Helmus, Gannon, Susan, Ward, David, Liskamp, Rob M.J.
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Sprache:eng
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Zusammenfassung:[Display omitted] •Synthesis of water soluble highly pre-organized tris-tertiary amine CycloTriVeratrilene derivatives.•Synthesis of water soluble several aromatic ring containing compounds.•A semi-orthogonally protected molecular scaffold for introduction of different moieties.•One pot five step synthesis of three different cyclized peptides toward protein mimics. The synthesis of water soluble highly pre-organized Tris-tertiary Amine CycloTriVeratrilene (TACTV) derivatives was developed. A semi-orthogonally protected derivative allowed one pot sequential introduction of different peptide loops toward the molecular construction of synthetic antibody protein mimics.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2019.151245