872298-31-2Relevant articles and documents
Engineering N-(2-pyridyl)aminoethyl alcohols as potential precursors of thermolabile protecting groups
Chmielewski, Marcin K.,Tykarska, Ewa,Markiewicz, Wojciech T.,Rypniewski, Wojciech
experimental part, p. 603 - 612 (2012/05/04)
Crystal and NMR analyses of four precursors of N-(2-pyridyl) thermolabile protecting group (TPG) were carried out. Two torsion angles have been identified as indicators that predict the molecules' thermolabile properties. Conformation that minimizes the N1...C8 distance is crucial for thermocyclisation. Nucleophilicity of the pyridyl ring is the driving force for the reaction but it is insufficient for thermocyclisation which is dominated by the molecules' ability to adopt a favourable conformation. The pKa value was recorded for all analyzed N-(2-pyridyl)aminoethyl alcohols. However, its effect is small in the determination of thermolability. Based on the analysis that we carried out, N-benzyl N-(2-pyridyl)aminoethyl was selected as a potential precursor of thermolabile carbonate of TPG. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.
THERMOLABILE 2 - (N- 2 - PYRIDIYL - N- BENZYL) - AMINOETHYLOXYCARBONYL DERIVATIVES AS HYDROXYL FUNCTION PROTECTING AGENTS
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Page/Page column 10, (2012/01/05)
The subject of the invention is a new way of using thermolabile groups to protect a hydroxyl function, above all in nucleosides, nucleotides, oligomers, nucleic acids during the reactions of organic synthesis. The invention also covers new compounds that
