A Novel Strategy for the Preparation of Naturally Occurring Phosphocitrate and Its Partially Esterified Derivatives

A Novel Strategy for the Preparation of Naturally Occurring Phosphocitrate and Its Partially Esterified Derivatives

A novel method for the synthesis of phosphocitrate (1, PC) starting from triethyl ester of citric acid and MeOPCl2 is described. The method is based on selective stepwise hydrolysis of ester moieties from the intermediate Me−O−P(O)(Cl)(Z) (Z = triethylcitrate), 4a, which also allows one to prepare p...

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Veröffentlicht in:Journal of organic chemistry 2007-02, Vol.72 (4), p.1468-1471
Hauptverfasser: Turhanen, Petri A, Demadis, Konstantinos D, Peräniemi, Sirpa, Vepsäläinen, Jouko J
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Organic chemistry
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Zusammenfassung:A novel method for the synthesis of phosphocitrate (1, PC) starting from triethyl ester of citric acid and MeOPCl2 is described. The method is based on selective stepwise hydrolysis of ester moieties from the intermediate Me−O−P(O)(Cl)(Z) (Z = triethylcitrate), 4a, which also allows one to prepare partially esterified derivatives of PC with good yield and purity without chromatographic purifications.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo061709c