UNIT 15.1 Synthesis of Amino Acid Phosphoramidate Monoesters via H-Phosphonate Intermediates
Published Online: 1 JUL 2006
Copyright © 2006 by John Wiley & Sons, Inc.
Lab Protocol Title
Current Protocols in Nucleic Acid Chemistry
How to Cite
Choy, C. J., Drontle, D. P. and Wagner, C. R. 2006. Synthesis of Amino Acid Phosphoramidate Monoesters via H-Phosphonate Intermediates. Current Protocols in Nucleic Acid Chemistry. 25:15.1.1–15.1.12.
- Published Online: 1 JUL 2006
- Published Print: JUN 2006
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.
Keywords: diphenyl phosphite; bis(N,N-diisopropylamino)chlorophosphine; phosphoramidate; AZT; nucleoside monophosphate; oxidation