title: Synthesis of N-methylpyrrole and N-methylimidazole amino acids suitable for solid-phase synthesis.
abstract: 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.
authors.affiliation: College of Science, Technology & Environment, University of Western Sydney, Penrith South DC NSW 2560, Australia.
authors.forename: David
authors.initials: D
authors.lastname: Jaramillo
authors.forename: Qi
authors.initials: Q
authors.lastname: Liu
authors.forename: Janice
authors.initials: J
authors.lastname: Aldrich-Wright
authors.forename: Yitzhak
authors.initials: Y
authors.lastname: Tor
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000596:Amino Acids; D007093:Imidazoles; D011758:Pyrroles