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Difunctional two‐carbon molecules derived from [ 11 C]cyanide
Author(s) -
Thorell JanOlov,
StoneElander Sharon,
Elander Nils
Publication year - 1994
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.2580340410
Subject(s) - chemistry , cyanide , nitrile , ethylene glycol , aqueous solution , molecule , aluminum hydride , alcohol , hydride , carbon fibers , medicinal chemistry , sodium cyanide , organic chemistry , nuclear chemistry , inorganic chemistry , methanol , hydrogen , materials science , methoxide , composite number , composite material
A synthetic strategy for producing new difunctional molecules for potential use as radiolabelling precursors derived from [ 11 C]cyanide is presented. No‐carrier‐added [ 11 C]CN − was reacted with chloromethyl pivalate to generate the nitrile [ 11 C]cyanomethyl pivalate, which was subsequently converted to ethyl 1 [1‐ 11 C]glycolate, 2 , with acid and alcohol, or to [1‐ 11 C]glycolic acid, 4 , using aqueous acid. [1‐ 11 C]Ethylene glycol, 3 , and [2‐ 11 C]2‐aminoethanol 5 , were obtained by reduction of 2 and 1 , respectively, with lithium aluminum hydride. Conditions for obtaining conversions ca . 90% are described. By using a microwave wave‐guide cavity to speed up transformations requiring elevated temperatures, all five carbon‐11 labelled compounds were synthesized in less than a total of 3 min.