655245-95-7Relevant academic research and scientific papers
Traceless solid-phase synthesis of mappicine ketone library via multiple chemoselective palladium-catalyzed reactions on benzenesulfonate linker
Tsukamoto, Hirokazu,Suzuki, Risako,Kondo, Yoshinori
scheme or table, p. 2005 - 2010 (2009/04/10)
We report here a solid-phase synthesis of a library of mappicine ketone, a leading antiviral compound with activity against herpes viruses and human cytomegalovirus. The synthesis is based on multiple chemoselective palladium-catalyzed reactions involving
A synthetic approach to 2,3,4-substituted pyridines useful as scaffolds for tripeptidomimetics
Saitton, Stina,Kihlberg, Jan,Luthman, Kristina
, p. 6113 - 6120 (2007/10/03)
The synthesis of 2,3,4-substituted pyridine derivatives useful as scaffolds in the development of peptidomimetics is described. The use of a variety of electrophiles in a halogen-dance reaction to produce 3-alkyl-2-fluoro-4-iodo- pyridine derivatives as 'functionalized scaffolds' and the possibility to differentiate between the reactivities of the two halogen handles have been explored. Coupling of amino acid derivatives in the 4-position of the pyridine was found to proceed efficiently by conversion of iodo-pyridine to a Grignard derivative, which was allowed to react with a protected amino aldehyde. Substitution of fluorine in the 2-position of the pyridine was found to be facile with alkoxide nucleophiles, whereas amines were much less reactive.
