A Facile Synthesis of 2-Aminopropane-1,2,3-tricarboxylic Acid and Its Symmetrical Dimethyl Ester
Keyword(s):
One Pot
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AbstractA new convenient synthetic route to 2-aminopropane-1,2,3-tricarboxylic acid is described. The first two stages of the three-step synthesis are performed in a one-pot procedure and include the cyclization of hippuric acid with DCC followed by treatment with methyl bromoacetate to yield an alkylated oxazolone. Its hydrolysis with HCl provides 2-aminopropane-1,2,3-tricarboxylic acid as its HCl salt. Esterification of the resulting acid with methanol in the presence of thionyl chloride leads selectively to its symmetrical diester.
2021 ◽
Vol 143
(7)
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pp. 2716-2721
2012 ◽
Vol 50
(9)
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pp. 1681-1688
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2013 ◽
Vol 61
(3)
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pp. 357-363
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