Enantioselective Synthesis of Carbon-11-Labeled Amino Acids and Peptides.
Methods in molecular biology (Clifton, N.J.)(2024)
摘要
Radiolabeled amino acids (AAs), their derivatives, and peptides are essential radiotracers in nuclear imaging. Despite its potential, the preparation of enantiopure radiopharmaceuticals poses several challenges, demanding a great need for rapid and stereocontrolled reactions. This chapter describes a highly stereoselective carbon-11 alkylation of Schiff bases, to obtain radiolabeled AAs and small peptides. The method uses chiral quaternary ammonium salt phase-transfer catalyst with two alkylating agents, namely, [11C]methyl iodide and [11C]benzyl iodide. This methodology allows the radiolabeling of AAs and peptides with excellent regioselectivity and enantiomeric or diastereomeric excess.
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