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Molecules 1998, 3(2), 31-34; doi:10.3390/30200031

An Improved Synthesis of Homocitrate

1
Department of Chemistry, Inner Mongolia National Teachers College, Tongliao, 028043, Neimenggu, China
2
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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Abstract

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.
Keywords: Homocitrate; synthesis Homocitrate; synthesis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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

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