Atropisomerism of diastereomer diribonucleoside phosphotriester

Linear diribonucleoside phosphotriester is an important intermediate for synthesizing biologically important compounds, such as cyclic bis(3′–5′) diguanylic acid (c-di-GMP) and its analogues. Atropisomerism of diastereomers generated by the chiral center of the P atom, which results in the doubling of signals in 31P NMR. The data of 31P NMR at different temperature are presented, and thereafter the reason is discussed.

Graphical abstractAtropisomerism of diastereomer diribonucleoside phosphotriester due to the large stereospecific blockade around P atom.Figure optionsDownload full-size imageDownload as PowerPoint slide