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Scalable synthesis of (+)-2-amino-3-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid as a potent and selective group II metabotropic glutamate receptor agonist. | LitMetric
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Scalable synthesis of (+)-2-amino-3-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid as a potent and selective group II metabotropic glutamate receptor agonist.

Kazunari Sakagami Toshihito Kumagai Takeo Taguchi Atsuro Nakazato

Chem Pharm Bull (Tokyo)

Medicinal Research Laboratories, Taisho Pharmaceutical Co., Ltd., Saitama, Japan.

Published: January 2007

We successfully synthesized the potent and selective group II mGluR agonist (+)-1 (MGS0008) via a process incorporating the key step of efficient fluorination of epoxide (+/-)-5c. This method would be adaptable to large-scale synthesis to produce (+)-1 in multi-gram quantities.

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http://dx.doi.org/10.1248/cpb.55.37DOI Listing

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