722508-27-2Relevant academic research and scientific papers
New approach to preparation of N-acylphosphoramido(thio)(seleno)ates
Baraniak, Janina,Kaczmarek, Renata,Wasilewska, Ewa,Korczyński, Dariusz,Stec, Wojciech J.
, p. 4269 - 4272 (2004)
N-[2-(X)-1,3,2-Oxathiaphospholane] derivatives (X=S, Se, O) of carboxamides were prepared and their DBU-assisted reaction with alcohols led to the corresponding O-alkyl-N-acylphosphoramido(thio)(seleno)ates. Their structures were confirmed by MS analysis and 1H and 31P NMR spectroscopy. Independently N-acylphosphoramidoselenoates were converted to N-acylphosphoramidates by treatment with tert-butylperoxytrimethylsilane. The oxathiaphospholane approach was also applied to the synthesis of derivatives having N-prolylphosphoramido(thio)(seleno)ate linkages on the 5′-OH group of AMP.
