An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies

Autor: D. P. Nowotnik, P. Nanjappan, N. Raju, K. Ramalingam
Rok vydání: 1994
Předmět:
Zdroj: Tetrahedron. 50:8617-8632
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)85336-9
Popis: Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-tetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in good yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.
Databáze: OpenAIRE