title: A facile synthesis of deuterium labeled 2,2-dimethyl-[2H6]-succinic acid and its anhydride.
abstract: Deuterium labeled 2,2-dimethyl-[(2)H(6)]-succinic anhydride by a sequence of reactions involving Knoevenagel condensation of [(2)H(6)]-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 [(2)H(6)]-acetone utilized in the reaction is reported. The title compounds were characterized and confirmed spectroscopically by Fourier transform infrared, (1) H-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.
authors.affiliation: Isotope Labelling Department, Ogene Systems (I) Pvt. Ltd, # 11-6-56, GSR Estates, Balanagar, Hyderabad, 500037, Andhra Pradesh, India.
authors.forename: G
authors.initials: G
authors.lastname: Srinivas
authors.forename: V K P
authors.initials: VK
authors.lastname: Unny
authors.forename: K
authors.initials: K
authors.lastname: Mukkanti
authors.forename: B M
authors.initials: BM
authors.lastname: Choudary
mesh_terms: D003903:Deuterium / Q000138:chemical synthesis*; D013386:Succinates / Q000138:chemical synthesis*; D013387:Succinic Anhydrides / Q000138:chemical synthesis*
chemical_list: D013386:Succinates; D013387:Succinic Anhydrides; C473110:2,2-dimethylsuccinic acid; D003903:Deuterium; C013504:2,2-dimethylsuccinic anhydride
keywords: Deuterium labeled 2,2-dimethyl succinic anhydride; Deuterium labeling; Labeled 2,2-dimethyl succinic anhydride; Stable isotopic labeling; Synthesis of 2,2-dimethyl-[2H6]-succinic acid and its anhydride; Synthesis of α,α-dimethyl-[2H6]-succinic anhydride