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
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Organic chemistry
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container_issue 4
container_start_page 1468
container_title Journal of organic chemistry
container_volume 72
creator Turhanen, Petri A
Demadis, Konstantinos D
Peräniemi, Sirpa
Vepsäläinen, Jouko J
description 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.
doi_str_mv 10.1021/jo061709c
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Organic chemistry
title A Novel Strategy for the Preparation of Naturally Occurring Phosphocitrate and Its Partially Esterified Derivatives
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