197247-27-1Relevant academic research and scientific papers
Stereoselective synthesis of trans-threo-trans-oligopyrrolidines: Potential agents for RNA cleavage
Arndt, Hans-Dieter,Welz, Ruediger,Mueller, Sabine,Ziemer, Burkhart,Koert, Ulrich
, p. 3945 - 3962 (2007/10/03)
The 2,5-trans-substituted oligopyrrolidines constitute a promising class of novel RNA-binding agents as well as potential building blocks for artificial anion channels. A convergent synthesis of terpyrrolidine 1 and pyrrolidino-THF-pyrrolidine 2 is reported, relying upon convergent coupling of 2,5-trans-pyrrolidinecarboxaldehydes through bridging alkyne units under Felkin-Anh control and subsequent closure of the central ring. After complete deprotection, the free polyamine products were isolated in excellent yield and purity. Crystal structure analyses of a terpyrrolidine and a pyrrolidino-THF-pyrrolidine documented their helical privileged conformations. The compounds were then screened for RNA cleavage activity. Unlike the only weakly active simple polyamines, p-nitrosulfonamide 33 was found to induce cleavage at mM concentrations under physiologically relevant conditions.
Effective and mild method for preparation of optically active α-amino aldehydes via TEMPO oxidation
Jurczak, Janusz,Gryko, Dorota,Kobrzycka, Elzbieta,Gruza, Henryk,Prokopowicz, Piotr
, p. 6051 - 6064 (2007/10/03)
The TEMPO oxidation method is successfully applied to preparation of variously protected, optically active α-amino aldehydes without racemization and in very good yield.
Diastereoselective addition of vinylmagnesium halides to variously N-mono- and N,N-diprotected L-alaninals
Gryko, Dorota,Urbanczyk-Lipkowska, Zofia,Jurczak, Janusz
, p. 4059 - 4067 (2007/10/03)
Diastereoselective C2-elongation processes of N-mono- 1a-c and N,N-diprotected 1d-f L-alaninals, using vinylmagnesium bromide and chloride, are described. A substantial difference between effects of the N-protecting groups replacing either one
