192389-39-2

Upstream product

• 192389-30-3 (2S,5R)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-cyanopyrrolidine-1-carboxylate 
• 192389-31-4 (2S,5S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-cyanopyrrolidine-1-carboxylate 
• 192389-32-5 (2S,5S,1'R)-N-tert-butoxycarbonyl-5-(tert-butyldiphenylsilyloxy)methyl-2-(1'-hydroxy-3'-trimethylsilyl)-prop-2'-ynyl-pyrrolidine 
• 782496-05-3 (2'S,5'S,2''S,5''S,1R,4R)-1,4-bis-[N'-tert-butoxycarbonyl-5-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-1-(trimethylsilyl)oxy-2-butyn-4-ol 
• 192389-27-8 (2'S,5'S,2''S,5''S,1R,4R)-1,4-bis-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-2-butyne-1,4-diol 
• 192389-34-7 (2S,5S,1'R)-N-tert-butoxycarbonyl-5-(tert-butyldiphenylsilyloxy)methyl-2-[1'-(trimethylsilyl)oxy]-prop-2'-ynyl-pyrrolidine 
• 192389-44-9 (2S,5S,1'R)-N-tert-butoxycarbonyl-5-(tert-butyldiphenylsilyloxy)methyl-2-(1'-hydroxy-prop-2'-ynyl)-pyrrolidine 
• 192389-28-9 (2S,5S)-N-tert-butoxycarbonyl-2-(tert-butyldiphenylsilyloxy)-methyl-pyrrolidine-5-carbaldehyde 
• 192389-29-0 (2S,5S/R)-N-tert-butoxycarbonyl-2-(tert-butyldiphenylsilyloxy)methyl-5-methoxy-pyrrolidine 
• 192389-38-1 (2'S,5'S,2''S,5''S,1R,4R)-1,4-bis-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-butane-1,4-diol 

Downstream Products

• 192389-40-5 (2'S,5'S,2''S,5''S,4R,7R)-4,7-bis-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-(2,2-dioxo-1,3-dioxa)-thiepane 
• 782496-12-2 (2S,5S,2'S,5'S,2''S,5''S)-N'-(4'''-nitrophenyl)sulfonyl-2,5''-bis-(hydroxymethyl)-dodecahydro-terpyrrole 
• 782496-10-0 (2S,5S,2'S,5'S,2''S,5''S)-N,N''-di-tert-butoxycarbonyl-N'-(4'''-nitrophenyl)sulfonyl-2,5''-bis-[hydroxymethyl]-dodecahydro-terpyrrole 
• 782496-08-6 (2S,5S,2'S,5'S,2''S,5''S)-2,5''-bis-[(tert-butyldiphenylsilyloxy)methyl]-dodecahydro-terpyrrole 
• 782496-07-5 (2S,5S,2'S,5'S,2''S,5''S)-N,N',N''-tri-tert-butoxycarbonyl-2,5''-bis-[(tert-butyldiphenylsilyloxy)methyl]-dodecahydro-terpyrrole 
• 871329-87-2 (2S,5S,2'S,5'S,2''S,5''S)-5,5''-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-1'-(4-nitro-benzenesulfonyl)-[2,2';5',2'']terpyrrolidine-1,1''-dicarboxylic acid di-tert-butyl ester 
• 192389-41-6 (2'S,5'S,2''S,5''S,1R,4S)-4,7-bis-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-4-azido-butan-1-ol 
• 192389-46-1 C₅₇H₈₁N₅O₉SSi₂ 
• 192389-42-7 (2S,5S,2'S,5'S,2''S,5''S)-N,N''-di-tert-butoxycarbonyl-2,5''-bis-[(tert-butyldiphenylsilyloxy)methyl]-dodecahydro-terpyrrole 

Relevant academic research and scientific papers

Stereoselective synthesis of trans-threo-trans-oligopyrrolidines: Potential agents for RNA cleavage

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.

Stereoselective synthesis of a terpyrrolidine unit, a potential building block for anion recognition

The first stereoselective synthesis of a trans-threo-trans-threo-trans terpyrrolidine was achieved. A bidirectional strategy involving double acetylide coupling of two trans-N-BOC-pyrrolidine-aldehydes 3, epimerisation-free hydrogenation and ring closure via a seven-membered cyclic sulfate gives access to the terpyrrolidine scaffold.