CommunicationStereospecific synthesis of (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid, a selective agonist of metabotropic glutamate receptors
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Add time:09/01/2019 Source:sciencedirect.com
(1S,3R)-Aminocyclopentane-1,3-dicarboxylic acid 1, a widely used metabotropic glutamate receptor agonist has been synthesized. Hydrolysis followed by Curtius rearrangement of 5 derived from dimethyl (S)-malate gave 6 with excellent diastereofacial selectivity (>97% de), which was converted into 1 through an SN2 reaction of mesylate 7 with tetraethylammonium cyanide.
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