84558-48-5

Upstream product

• 676-97-1 methylphosphonic acid dichloroanhydride 
• 67-56-1 methanol 
• 100-46-9 benzylamine 
• 153957-83-6 C₁₄H₁₅N₂O₄P 
• 1066-52-0 methyl methylphosphonochloridate 

Downstream Products

• 84558-55-4 Methyl-N-(benzyl)phosphonamidic acid sodium salt 
• 80556-11-2 N-benzylmethylphosphonic diamide 

Relevant academic research and scientific papers

Synthesis and pKa evaluation of model phosphonamidic, phosphonamidothioic, and phosphonamidodithioic acids

Select phosphonamidic acids were synthesized that vary in the stepwise replacement of the phosphoryl oxygens for sulfur. The pKa values and spectroscopic properties were briefly examined.

1,8-Diazabicyclo[5.4.0]undecene mediated transesterification of p-nitrophenyl phosphonates: A novel route to phosphono esters

DBU (1,8-diazabicyclo[5.4.0]undecene) was found to efficiently mediate the transesterification of p-nitrophenyl (PNP) phosphonates by various alcohols. The reactions of bis-PNP phosphonates in the presence of DBU, using both primary and secondary alcohols, phenols and amines, proceed rapidly and with high yield to afford the corresponding monoalkyl/aryl mono-PNP phosphonates as sole products (1, Scheme 2). The resulting monoalkyl/aryl mono-PNP phosphonates can be further reacted with a second alcohol to give the corresponding differently disubstituted phosphonates 3, or selectively hydrolysed to yield the monoalkyl/aryl phosphonic acids 2. We have applied this chemistry to the preparation of a series of phosphono ester transition state analogues 11a-e (Scheme 3) that were used as haptens for raising catalytic antibodies.