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

被引：6

作者：

Cook, Matthew C. ^{[1
]}

Witherell, Ross D. ^{[1
]}

White, Robert L. ^{[1
]}

机构：

[1] Dalhousie Univ, Dept Chem, Halifax, NS B3H 4J3, Canada

来源：

LETTERS IN DRUG DESIGN & DISCOVERY | 2010年 / 7卷 / 01期

基金：

加拿大自然科学与工程研究理事会;

关键词：

GABA; Diethyl cyanomalonate; Neurotransmitter; Deuterium labeling; Deethoxycarbonylation; GAMMA-AMINOBUTYRIC-ACID; ALPHA-CYANO ESTERS; BETA-KETO-ESTERS; MALONATE ESTERS; AMINO-ACIDS; DEALKOXYCARBONYLATIONS;

D O I：

10.2174/157018010789869361

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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.

引用

页码：9 / 13

页数：5

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