166049-85-0Relevant articles and documents
Synthesis of Di- and Triphosphate Ester Analogs via a Modified Michaelis-Arbuzov Reaction
Saady, Mourad,Lebeau, Luc,Mioskowski, Charles
, p. 5183 - 5186 (1995)
For the first time, benzyl phosphites allowed the preparation of a set of polyphosphonates from chloromethyl halides via the Michaelis-Arbuzov reaction performed under vacuum.Regioselective mono-deprotection or complete deprotection of these phosphonates provide useful building blocks for the synthesis of biological phosphate analogs.
Synthesis of stable analogues of thiamine di- and triphosphate as tools for probing a new phosphorylation pathway
Klein, Emmanuel,Nghiem, Hoang-Oanh,Valleix, Alain,Mioskowski, Charles,Lebeau, Luc
, p. 4649 - 4655 (2007/10/03)
Thiamine (vitamin B1) is an essential nutritional factor metabolized inside the body in its mono-, di-, and triphosphate forms. Although the action of thiamine and thiamine diphosphate have been intensely investigated, many questions remain unanswered and
First Use of Benzyl Phosphites in the Michaelis-Arbuzov Reaction Synthesis of Mono-, Di-, and Triphosphate Analogs
Saady, Mourad,Lebeau, Luc,Mioskowski, Charles
, p. 670 - 678 (2007/10/02)
Benzyl phosphites were used in the Michaelis-Arbuzov reaction.Special experimental conditions allowed preparation of a set of phosphonate analogs of mono-, di-, and triphosphate.Furthermore, regioselective mono-deprotection mades these molecules useful building blocks for the synthesis of analogs of polyphosphorylated compounds of biological interest (e.g. nucleotides), after removal of all phosphonate benzyl ester groups under very mild conditions and high yields.