66190-98-5

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 10570-48-6 dimethyl 4-methoxybenzoylphosphonate 
• 2857-97-8 trimethylsilyl bromide 
• 1795-31-9 tris(trimethylsilyl) phosphite 

Downstream Products

• 66191-02-4 4-methoxybenzoylphosphonate 
• 89849-84-3 triethylammonium 5'-O-(dimethoxytrityl)thymidine 3'-anisoylphosphonate 
• 89849-88-7 C₅₁H₅₃N₄O₁₆P 
• 89849-91-2 C₅₆H₅₅N₄O₁₅PS₂ 

Relevant academic research and scientific papers

One-pot synthesis of phosphinylphosphonate derivatives and their anti-tumor evaluations

This paper reports on the synthesis of new hydroxymethylene-(phosphinyl)phosphonates (HMPPs). A methodology has been developed to propose an optimized one-pot procedure without any intermediate purifications. Various aliphatic and (hetero)aromatic HMPPs were synthesized in good to excellent yields (53–98%) and the influence of electron withdrawing/donating group substitution on aromatic substrates was studied. In addition, the one-pot synthesis of HMPP was monitored by31P NMR spectroscopy, allowing effective control of the end of the reaction and identification of all phosphorylated intermediate species, which enabled us to propose a reaction mechanism. Optimized experimental conditions were applied to the preparation of biological relevant aminoalkyl-HMPPs. A preliminary study of the complexation to hydroxyapatite (bone matrix) was carried out in order to verify its lower affinity towards bone compared to bisphosphonate molecules. Moreover, in vitro anti-tumor activity study revealed encouraging antiproliferative activities on three human cancer cell lines (breast, pancreas and lung).

New efficient synthesis of 1-hydroxymethylene-1,1-bisphosphonate monomethyl esters

A new efficient procedure for the synthesis of 1-hydroxymethylene-1,1- bisphosphonate monomethyl esters in three steps from acid chlorides is reported here. Georg Thieme Verlag Stuttgart.