Synthesis of amino acid phosphoramidate monoesters via H-phosphonate intermediates.
Diphenyl phosphite and bis(N,N-diisopropylamino)chlorophosphine are used as phosphitylating reagents to generate H-phosphonate monoesters. These H-phosphonate intermediates are subsequently oxidized with iodine to generate the 5'-nucleoside amino acid phosphoramidates.
Choy
Cindy J
CJ
University of Minnesota, Minneapolis, Minnesota, USA.
Drontle
Dan P
DP
Wagner
Carston R
CR
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D004952:Esters; D009682:Magnetic Resonance Spectroscopy; D063065:Organophosphonates / Q000737:chemistry*; D010084:Oxidation-Reduction; D010756:Phosphoric Acids / Q000138:chemical synthesis* / Q000737:chemistry
D000577:Amides; D000596:Amino Acids; D004952:Esters; D063065:Organophosphonates; D010756:Phosphoric Acids; C011067:phosphoramidic acid