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Two new convenient syntheses of 14C‐squalene from turbinaric acid
Author(s) -
Philippe Nicolas,
Rivron Luc,
De Bruin Béatrice,
Schofield Joseph,
Roy Sébastien
Publication year - 2018
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.3672
Subject(s) - squalene , chemistry , yield (engineering) , carbon 14 , cyanide , potassium cyanide , radiochemistry , specific activity , organic chemistry , enzyme , materials science , physics , quantum mechanics , metallurgy
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‐ 14 C]‐squalene and [3‐ 14 C]‐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.