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Letters in Drug Design & Discovery


ISSN (Print): 1570-1808
ISSN (Online): 1875-628X

Synthesis of the Neurotransmitter 4-Aminobutanoic Acid (GABA) from Diethyl Cyanomalonate

Author(s): Matthew C. Cook, Ross D. Witherell and Robert L. White

Volume 7, Issue 1, 2010

Page: [9 - 13] Pages: 5

DOI: 10.2174/157018010789869361

Price: $65


GABA was synthesized by deethoxycarbonylation, ester hydrolysis and nitrile reduction of a highly functionalized intermediate obtained by alkylation of diethyl cyanomalonate with ethyl bromoacetate. By judicious employment of D2O or NaBD4 in one of the three functional group transformation steps, deuterium was selectively introduced into each of the three possible sites in GABA.

Keywords: GABA, Diethyl cyanomalonate, Neurotransmitter, Deuterium labeling, Deethoxycarbonylation

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