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Synthesis of 6‐[ 18 F]fluorodopamine, 6‐[ 18 F]fluoro‐ m ‐tyramine and 4‐[ 18 F]fluoro‐ m ‐tyramine +
Author(s) -
Namavari Mohammad,
Satyamurthy N.,
Barrio Jorge R.
Publication year - 1995
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.2580360903
Subject(s) - chemistry , tyramine , radiochemistry , stereochemistry , biochemistry
A new method for the preparation of 6‐[ 18 F]fluorodopamine ( 3 ) and [ 18 F]fluorinated analogs of m ‐tyramine based on a regioselective radiofluorodestannylation reaction has been developed. The radiofluorodestannylation of 6‐trimethylstannyldopamine derivative 1 was carried out with [ 18 F]F 2 to give the corresponding [ 18 F]fluoro intermediate 2 . Acid deprotection of 2 with 48% HBr followed by HPLC purification afforded 6‐[ 18 F]fluorodopamine ( 3 ) in 18% radiochemical yield. Similarly, 6‐ and 4‐[ 18 F]fluoro‐ m ‐tyramines ( 6a and 6b ) were prepared from their corresponding trimethylstannyl‐ m ‐tyramine derivatives in 25 and 8% radiochemical yields, respectively. In all cases, after HPLC purification of the final products, tin concentrations were found to be <15 ppb.