Development of a Diastereoselective Phosphorylation of a Complex Nucleoside via Dynamic Kinetic Resolution was written by Tran, Kristy;Beutner, Gregory L.;Schmidt, Michael;Janey, Jacob;Chen, Ke;Rosso, Victor;Eastgate, Martin D.. And the article was included in Journal of Organic Chemistry in 2015.Computed Properties of C17H27F6N7OP2 The following contents are mentioned in the article:
The development of a diastereoselective nucleoside phosphorylation is described, which produces a single isomer of a complex nucleoside monophosphate prodrug. A stable phosphoramidic acid derivative is coupled to the nucleoside, in a process mediated by HATU and quinine, to deliver the coupled product in high chem. yield and good diastereoselectivity. This unusual process was shown to proceed through a dynamic kinetic resolution of a 1:1 mixture of activated phosphonate ester diastereoisomers. The optimized conditions afforded the product with a combined [S,S(P)] and [S,R(P)] in-process yield of 89% and a ∼ 7:1 [S,S(P):S,R(P)] diastereomeric ratio. Isolation of the major isomer was facilitated by single crystallization from anisole, where the product was obtained in 57% isolated yield, excellent purity (>95%), and a high diastereomeric ratio (>50:1). This study involved multiple reactions and reactants, such as ((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0Computed Properties of C17H27F6N7OP2).
((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) (cas: 156311-83-0) belongs to triazole derivatives. The many free lone pairs in triazoles make them useful as coordination compounds, although not typically as haptic ligands.Triazole heterocyclic structures are found to form many weak nonbond interactions with the receptors and enzymes in biological systems.Computed Properties of C17H27F6N7OP2
Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics