200941-07-7

Upstream product

• 2768-50-5 dibenzyl L-glutamate 
• 122086-11-7 benzyl methylphosphonochloridate 
• 100-51-6 benzyl alcohol 
• 676-97-1 methylphosphonic acid dichloroanhydride 

Relevant academic research and scientific papers

Alternatives to 1-H-tetrazole in the preparation of phosphonate diesters and phosphonamidates from phosphonyl dichlorides

5-Ethylthio-1-H-tetrazole (SET) and 4,5-dicyanoimidazole (DCI) were found to be suitable alternatives to 1-H-tetrazole for catalyzing the formation of mixed phosphonate diesters and phosphonamidates from phosphonyl dichlorides through a two-step one-pot reaction. 5-Ethylthio-1-H-tetrazole (SET) and 4,5-dicyanoimidazole (DCI) were examined as alternatives to 1-H-tetrazole to mediate the synthesis of phosphonate diesters and phosphonamidates from phosphonyl dichlorides through a two-step one-pot reaction in various organic solvents. SET and DCI were comparable to 1-H-tetrazole for catalyzing these reactions. SET afforded slightly greater yields than DCI while benzene was universally the best solvent for this reaction.

Evaluation of phosphorus-containing inhibitors of γ-glutamyl hydrolase

Several putative, phosphorus-containing inhibitors of γ-glutamyl hydrolase were synthesized and evaluated for inhibitory activity. The phosphonamidoic acids were shown to be weak competitive inhibitors while both a phosphoramidate diester and a phosphonamidate ester were shown to be potent time-dependent inactivators, presumably through irreversible phosphorylation of an active site nucleophile.

A convenient two-step one-pot synthesis of phosphonamidates

Phosphonamidates are formed in high yield from a one-pot sequential reaction of a phosphonyl dichloride with an alcohol and then an amine in the presence of catalytic 1H-tetrazole. Undesired disubstitution of the phoshphonyl dichloride by the alcohol or the amine is minimal due to the presence of tetrazole.