Abstract
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
Letters in Drug Design & Discovery
Title: Synthesis of the Neurotransmitter 4-Aminobutanoic Acid (GABA) from Diethyl Cyanomalonate
Volume: 7 Issue: 1
Author(s): Matthew C. Cook, Ross D. Witherell and Robert L. White
Affiliation:
Keywords: GABA, Diethyl cyanomalonate, Neurotransmitter, Deuterium labeling, Deethoxycarbonylation
Abstract: 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.
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Cite this article as:
Cook C. Matthew, Witherell D. Ross and White L. Robert, Synthesis of the Neurotransmitter 4-Aminobutanoic Acid (GABA) from Diethyl Cyanomalonate, Letters in Drug Design & Discovery 2010; 7 (1) . https://dx.doi.org/10.2174/157018010789869361
DOI https://dx.doi.org/10.2174/157018010789869361 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
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