𝔖 Bobbio Scriptorium
✦   LIBER   ✦

No-carrier-added asymmetric synthesis of α-methyl-α-amino acids labelled with fluorine-18

✍ Scribed by Philippe Damhaut; Christian Lemaire; Alain Plenevaux; Claude Brihaye; Léon Christiaens; Dominique Comar

Book ID
104207747
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
640 KB
Volume
53
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

✦ Synopsis

Various [18F]

fluoro aromatic ~x-methyI-L-amino acids 11 have been synthesized with high enantiomeric purity (ee > 97%). These new radiopharmaceuticals for Positron Emission Tomography (PET). potential inhibitors of enzymatic functions, were regiospecifically labelled by nucleophilic substitution on trimethylammoniumbenzaldehyde triflate precursors 9. The [18Flfluoro aromatic aldehydes 12 obtained were easily converted to the corresponding [18Flfluorobenzyl halides [13 (X = I)l.

After alkylation of the lithium enolate of (2S,5S)-I-tert-Boc-2-tert-butyl-3,5-dimethyl-imidazolidin-4-one 2, the adducts were cleaved to give, after HPLC purification, various [18F]fluoro-O~-methyl amino acid analogs with radiochemical yields of 10% (End of Bombardment. EOB) after a synthesis time of 120 min. The corresponding [19F]fluorinated amino acids 4 and [19F]fluoro intermediates were also prepared.

📜 SIMILAR VOLUMES

ChemInform Abstract: No-Carrier-Added As
ChemInform Abstract: No-Carrier-Added Asymmetric Synthesis of α-Methyl-α-amino Acids Labeled with Fluorine-18.
✍ P. DAMHAUT; C. LEMAIRE; A. PLENEVAUX; C. BRIHAYE; L. CHRISTIAENS; D. COMAR 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

No-Carrier-Added Asymmetric Synthesis of α-Methyl-α-amino Acids Labeled with Fluorine-18. -A short synthesis of the title compounds (VI) which are new radiopharmaceuticals for positron emission tomography is presented ( yields not given or not given exactly). -(DAMHAUT, P.;