189149-51-7Relevant academic research and scientific papers
31P-Labeled pyrroline N-oxides: Synthesis of 5-diethylphosphono-5- methyl-1-pyrroline N-oxide (DEPMPO) by oxidation of diethyl (2- methylpyrrolidin-2-yl)phosphonate
Barbati, Stephane,Clement, Jean-Louis,Frejaville, Claudine,Bouteiller, Jean-Claude,Tordo, Paul,Michel, Jean-Claude,Yadan, Jean-Claude
, p. 2036 - 2040 (1999)
The synthesis of DEPMPO from diethyl (2-methylpyrrolidin-2- yl)phosphonate (3), prepared by the addition of diethyl phosphite to 2- methylpyrroline, was carried out using different oxidation reagents: H2O2, m-CPBA, Oxone, 2-phenylsulfonyl-3-phenyloxaziridine (PSPO), dimethyldioxirane (DMD) and N-methylmorpholine N-oxide with catalytic amounts of tetrapropylammonium perruthenate (NMO/TPAP). The highest yield of DEPMPO (>80%) was obtained using two equivalents of PSPO or DMD. Different compounds involved in the oxidation of 3 have been isolated and characterized.
