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A method for the synthesis of 2-amino-4-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid-[3H2]

✍ Scribed by Fengjiun Kuo; Palaniappan Kulanthaivel; Gregory A. Rener; Ping Yi; William J. Wheeler

Publisher
John Wiley and Sons
Year
2004
Tongue
French
Weight
278 KB
Volume
47
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A process for double deuterium labeling of an alcohol was developed. The process was utilized in the subsequent tritium labeling of a secondary alcohol with high specific activity (24 Ci/mmol) by reduction of the corresponding ketone using sodium borotritide. The starting ketone was first brominated with pyridinium tribromide; the resulting alpha bromoketone was then reduced in THF/alcohol in the presence of Ni(OAc)~2~. The alcohol was then converted to 2‐amino‐4‐fluorobicyclo[3.1.0]hexane‐2,6‐dicarboxylic acid‐[^3^H~2~], an mGluR agonist. Copyright Β© 2004 John Wiley & Sons, Ltd.

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