23693-78-9Relevant academic research and scientific papers
A mild and convenient oxidation of H-phosphinic acids
Berlicki,Mucha,Kafarski
, p. 1959 - 1962 (2008/09/19)
A new mild and convenient method of oxidation of H-phosphinic to the corresponding phosphonic acids was developed. Conversion of H-phosphinic acids into trivalent trimethylsilyl esters using hexamethyldisilazane, followed by their oxidation with air and subsequent methanolysis allowed obtaining the final compounds in good to excellent yields. The methodology was proved to be particularly useful for N-benzyloxycarbonyl-α-aminophosphinic acids. The scope and limitations of the reaction were additionally tested using a variety of both free and protected amino- and hydroxyphosphinates as substrates.
Comparison of phosphonate transition state analogs for inducing catalytic antibodies and evaluation of key structural factors by an ab initio study
Kakinuma, Hiroyuki,Shimazaki, Kazuko,Takahashi, Naoko,Takahashi, Kyoko,Niihata, Shigeo,Aoki, Yoshiko,Hamada, Katsumi,Matsushita, Hajime,Nishi, Yoshisuke
, p. 2559 - 2572 (2007/10/03)
The relation between the structure of haptens and the esterolytic activities of antibodies was investigated. We synthesized two phenylalanine analogs, the negatively charged phosphonate derivative 1 and the neutral phosphonamidate derivative 2. Seventeen out of 41 monoclonal antibodies generated against the hapten 1 hydrolyzed the relevant phenylalanine ester R- 12. On the contrary, none of 27 monoclonal antibodies generated against the hapten 2 had catalytic activity. An ab initio study of the structural and electronic properties of the modeled haptens showed that the value of the negative electrostatic potential around the phosphonyl oxygen was an important factor affecting the induction of esterolytic antibodies.
Process for preparing phosphonic acids
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, (2008/06/13)
A process for preparing phosphonic acids of the structure STR1 wherein R1 is lower alkyl, aryl, cycloalkyl or arylalkyl, and R2 is H, benzyl or STR2 by oxidizing the corresponding phosphonous acid STR3 employing as the oxidizing agent potassium permanganate or sodium periodate.
