New and one pot chemoselective synthesis of nucleoside 5'-H-phosphonate diesters.
Arbuzov reaction of phenyl phosphorodichloridite with two equiv of alcohol, or mixture of one equiv of alcohol and one equiv of tert-butyl alcohol led to the corresponding aryl H-phosphonate diesters. Following displacement of the H-phosphonate diesters with unprotected nucleosides chemoselectively produced nucleoside 5-H-phosphonate diesters in good yields, respectively.
Guo
Xin
X
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, P.R. China.
Jiang
Peng
P
Fu
Hua
H
Jiang
Yuyang
Y
Zhao
Yufen
Y
D001671:Biochemistry / Q000379:methods*; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D010766:Phosphorylation
D004952:Esters; D009705:Nucleosides; D063065:Organophosphonates