Two new convenient syntheses of 14C‐squalene from turbinaric acid

Nicolas Philippe, Luc Rivron, Béatrice de Bruin, Joseph Schofield, Sébastien N. Roy · Journal of Labelled Compounds and Radiopharmaceuticals · 2018

Carbon‐14 labeled (6E,10E,14E,18E)‐2,6,10,15,19,23‐hexamethyltetracosa‐2,6,10,14,18,22‐hexaene, also known as squalene, was synthesized as a tool for pharmacokinetic studies. Two simple and efficient labeling approaches were developed to give [2‐14C]‐squalene and [3‐14C]‐squalene from a halogenated precursor derived from turbinaric acid. They were obtained in 13.5% radiochemical yield in 6 steps and in 38% radiochemical yield in 3 steps respectively from carbon‐14 labeled potassium cyanide with a radiochemical purity higher than 98% in both cases.

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