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

作者：Srinivas G; Unny V K P^*; Mukkanti K; Choudary B M

来源：Journal of Labelled Compounds and Radiopharmaceuticals, 2013, 56(6): 325-329.

DOI：10.1002/jlcr.3035

• Synthesis of 2
• 2-dimethyl-[2H6]-succinic acid and its anhydride
• Deuterium labeled 2
• 2-dimethyl succinic anhydride
• Labeled 2
• 2-dimethyl succinic anhydride
• Synthesis of
• -dimethyl-[2H6]-succinic anhydride
• Deuterium labeling
• Stable isotopic labeling

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.

• 出版日期2013-5