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An Improved Synthesis of Homocitrate
AbstractMonoethyl 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.
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Li, Z.-C.; Xu, J.-Q. An Improved Synthesis of Homocitrate. Molecules 1998, 3, 31-34.View more citation formats
Li Z-C, Xu J-Q. An Improved Synthesis of Homocitrate. Molecules. 1998; 3(2):31-34.Chicago/Turabian Style
Li, Zeng-Chun; Xu, Ji-Qing. 1998. "An Improved Synthesis of Homocitrate." Molecules 3, no. 2: 31-34.