A synthetic route for obtaining highly pure methylmalonic and propionic acids labelled at the methyl groups is validated by the preparation of methyl-d(3)-malonic and propionic 3,3,3-d(3) acids. The synthesis involves the alkylation of the diethyl allylmalonate with iodomethane-d(3), deallylation of the resulting diethyl allylmethyl-d(3)-malonate by treatment with (eta(2)-propene)Ti(O-i-Pr)(2) and hydrolysis. Decarboxylation of the obtained methyl-d(3)-malonic acid affords propionic-3,3,3-d(3) acid
A convenient and inexpensive synthesis of labelled methylmalonic and propionic acids: Application to the synthesis of methyl-d(3)-malonic and of propionic-3,3,3-d(3) acids / P. Allevi, A. Longo, M. Anastasia. - In: JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS. - ISSN 0362-4803. - 42:11(1999), pp. 1085-1091.
A convenient and inexpensive synthesis of labelled methylmalonic and propionic acids: Application to the synthesis of methyl-d(3)-malonic and of propionic-3,3,3-d(3) acids
P. AlleviPrimo
;M. AnastasiaUltimo
1999
Abstract
A synthetic route for obtaining highly pure methylmalonic and propionic acids labelled at the methyl groups is validated by the preparation of methyl-d(3)-malonic and propionic 3,3,3-d(3) acids. The synthesis involves the alkylation of the diethyl allylmalonate with iodomethane-d(3), deallylation of the resulting diethyl allylmethyl-d(3)-malonate by treatment with (eta(2)-propene)Ti(O-i-Pr)(2) and hydrolysis. Decarboxylation of the obtained methyl-d(3)-malonic acid affords propionic-3,3,3-d(3) acid
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