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

An Improved Synthesis of Homocitrate

1,* and 2
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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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

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