Preparation of 18-fluoro-labeled aromatic amino acids used as diagnostic reagents by nucleophilically substituting L-enantiomer of amino acid compound with 18-fluorine, removing electron withdrawing group and cleaving protecting groups

摘要

Preparation of 18-fluoro-labeled aromatic amino acids (I) involves preparing L-enantiomer of amino acid compound (II), nucleophilically substituting with 18-fluorine, removing electron withdrawing group and cleaving protecting groups. Preparing 18-fluorine-labeled aromatic amino acids of formula (I) comprises: (a) preparing the L-enantiomer of an amino acid compound of formula (II) in a reaction medium; (b) nucleophilically substituting Y with an 18-fluoride anion; (c) removing Z from the obtained compound of formula (III); (d) hydrolytically cleaving R 3 and R 4 from the obtained compound of formula (IV), and (e) hydrolytically cleaving R 1 and R 2 from the obtained compound of formula (V), to form (I). [Image] R 1, R 2OH protecting groups; Z : electron withdrawing group; Y : leaving group; R 3at least 1 amino protecting group, and R 4carboxy protecting group. An independent claim is also included for new compounds of formula (VI). [Image] ACTIVITY : None given. MECHANISM OF ACTION : None given.