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Molecules 1998, 3(2), 31-34;

An Improved Synthesis of Homocitrate

Department of Chemistry, Inner Mongolia National Teachers College, Tongliao, 028043, Neimenggu, China
Department of Chemistry, Jilin University, Changchun, 130023, Jilin, China
Author to whom correspondence should be addressed.
Received: 10 April 1997 / Accepted: 16 January 1998 / Published: 13 February 1998
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Monoethyl malonate (1) and tert-butyl alcohol are esterified by catalysis with dicyclohexylcarbodiimide and 4-dimethylaminopyridine to yield ethyl t-butyl malonate (2). The ethoxymagnesio derivative (3) of the ester is condensed with b-carbomethoxypropionyl chloride to give the triester (4), which is decomposed by heating under vacuum in the presence of b-naphthalensulfonic acid to give ethyl methyl β-ketoadipate (5). Compound 5 is reacted with hydrogen cyanide,followed by hydrolysis of the cyanohydrin to give the free acid (6). Compound 6 is converted to homocitrate (7) by the use of an improved procedure. View Full-Text
Keywords: Homocitrate; synthesis Homocitrate; synthesis

Scheme 1

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Li, Z.-C.; Xu, J.-Q. An Improved Synthesis of Homocitrate. Molecules 1998, 3, 31-34.

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