169770-25-6Relevant articles and documents
Synthesis of monoimidazole/polyamine amides
Zhu, Changjin,Jiang, Yanfeng,Zhao, Yufen
, p. 1609 - 1615 (2004)
A facile and efficient route has been reported to selectively prepare a series of unsymmetrical monoimidazole/polyamine amides without protection process of the polyamines. These amides are versatile building blocks for the synthesis of DNA sequence recognition ligands and other biologically functional molecules.
4-Methyltrityl-Protected Pyrrole and Imidazole Building Blocks for Solid Phase Synthesis of DNA-Binding Polyamides
Heinrich, Benedikt,Vázquez, Olalla
, p. 533 - 536 (2020/01/31)
DNA-binding polyamides are synthetic oligomers of pyrrole/imidazole units with high specificity and affinity for double-stranded DNA. To increase their synthetic diversity, we report a mild methodology based on 4-methyltrityl (Mtt) solid phase peptide synthesis (SPPS), whose building blocks are more accessible than the standard Fmoc and Boc SPPS ones. We demonstrate the robustness of the approach by preparing and studying a hairpin with all precursors. Importantly, our strategy is orthogonal and compatible with sensitive molecules and could be readily automated.
Synthesis of N-methylpyrrole and N-methylimidazole amino acids suitable for solid-phase synthesis
Jaramillo, David,Liu, Qi,Aldrich-Wright, Janice,Tor, Yitzhak
, p. 8151 - 8153 (2007/10/03)
New and higher yielding synthetic routes to N-protected N-methylpyrrole and N-methylimidazole amino acids are introduced to circumvent difficulties associated with established schemes. Key steps in each synthesis include copper-mediated cross-coupling reaction to directly install a carbamate-protected 4-amine in the N-methylpyrrole derivative and effective nitration followed by a one-pot reduction/Boc protection of the amine in the synthesis of the N-Me-imidazole amino acid.
