1349193-23-2

Upstream product

• 139115-92-7 tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)ethylcarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 6338-55-2 2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol 
• 1349193-22-1 8-dibenzylamino-3,6-dioxaoctan-1-ol 
• 1349193-15-2 N-(tert-butoxycarbonyl)-N-(propyn-3-yl)glycine ethyl ester 
• 455884-08-9 8-dibenzylamino-3,6-dioxaoctanoic acid ethyl ester 
• 950683-55-3 {2-[2-(2-azidoethoxy)ethoxy]ethyl}carbamic acid tert-butyl ester 
• 1349193-20-9 N-[N₄-(benzyloxycarbonyl)cytosin-1-ylacetyl]-N-(propyn-3-yl)glycine ethyl ester 
• 430430-57-2 2,2-dimethyl-4-oxo-3,8,11-trioxa-5-azatridecane-13-yl methanesulfonate 

Relevant academic research and scientific papers

Synthesis of N-propynyl analogues of peptide nucleic acid (PNA) monomers and their use in the click reaction to prepare N-functionalized PNAs

Application of the click reaction for coupling a 2-(2-aminoethoxy)ethoxy (AEE) function to thyminyl, cytosinyl and adeninyl peptide nucleic acid (PNA) monomer analogues bearing a N-propynyl group, in place of the original N-2-aminoethyl moiety, has been explored. The N-propynyl PNA analogues were prepared from glycine ethyl ester hydrochloride and the structure of the thyminyl derivative was confirmed by X-ray diffraction. These monomers were employed in click reactions with Boc-protected AEE azide to afford the corresponding triazolyl-linked PNA-AEE conjugates in yields ranging from 64 to 76%. [1,4]-Regiochemistry was verified from a NOESY correlation experiment.