A facile synthesis of deuterium labeled 2,2-dimethyl-[2H6]-succinic acid and its anhydride

Srinivas, G. ; Unny, V. K. P. ; Mukkanti, K. ; Choudary, B. M. (2013) A facile synthesis of deuterium labeled 2,2-dimethyl-[2H6]-succinic acid and its anhydride Journal of Labelled Compounds and Radiopharmaceuticals, 56 (6). pp. 325-329. ISSN 03624803

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Official URL: http://doi.org/10.1002/jlcr.3035

Related URL: http://dx.doi.org/10.1002/jlcr.3035

Abstract

Deuterium labeled 2,2-dimethyl-[2H6]-succinic anhydride by a sequence of reactions involving Knoevenagel condensation of [2H6]-acetone with ethyl cyanoacetate in the presence of piperidine, Michael addition of cyanide, HCl hydrolysis, simultaneous decarboxylation, and subsequent dehydration using acetic anhydride in an overall yield of 34.23% based on [2H6]-acetone utilized in the reaction is reported. The title compounds were characterized and confirmed spectroscopically by Fourier transform infrared, 1H-NMR, and Mass. The chemical purity as determined by HPLC was 99%. To the best of our knowledge, the synthesis of these specifically deuterium labeled compounds has not been reported so far.

Item Type:Article
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ID Code:131650
Deposited On:07 Dec 2022 10:39
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