Chemical Properties
Clear colorless to yellow liquid
Uses
In preparation of N-phosphorylated amines.
Uses
Dibenzyl phosphite is used for the phosphorylation of phenols involves reaction in the presence of N-ethyldiisopropylamine and DMAP to give the dibenzyl phenyl phosphate. It is used in the preparation of phenylalkylphosphonamidates which are then used as probes for a hydrophobic binding register in prostate-specific membrane antigen.
Uses
Dibenzyl Phosphite is used in the preparation of phenylalkylphosphonamidates which are then used as probes for a hydrophobic binding register in prostate-specific membrane antigen.
Synthesis
Example 15 Synthesis of dibenzylphosphonate 15: Phenol 14 (0.51 g, 0.95 mmol) was dissolved in CH3CN (8 mL) and Cs2CO3 (0.77 g, 2.37 mmol) and trifluoromethanesulfonate (0.8 g, 1.90 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 1.5 h and then concentrated under reduced pressure to remove the solvent. The residue was subjected to liquid-liquid partitioning with EtOAc and saturated NaCl solution. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 3% MeOH/CH2Cl2) to afford dibenzylphosphonate 15 (0.62 g, 80% yield) as a white solid.
References
[1] Patent: US2004/121316, 2004, A1
[2] Patent: US2005/239054, 2005, A1
