The Journal of Organic Chemistry

Synthesis of acyl phosphonate analogs of biologically important acyl phosphates: N-(2-amino-10-methylpteroyl)-5-amino-2-oxopentanephosphonic acid

KC Tang, JK Coward

Index: Tang, Kuo-Chang; Coward, James K. Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 5001 - 5006

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Citation Number: 18

Abstract

The synthesis of several@-keto phosphonates has been effected by the reaction of the carbanion derived from dimethyl methanephosphonate with appropriately substituted carboxylic acid esters. The presence of nucleophilic substituents y to the ketone in P-keto phosphonates leads to undesired intramolecular reactions, which can be prevented by temporarily protecting the ketone as an ethylene ketal. The title compound was obtained ...