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Preparation of 4-Halobenzoate Containing Phosphane Based Building Blocks for Labeling Reactions Using the Traceless Staudinger Ligation
Mamat, C.; Köckerling, M.
Functionalized phosphane-containing key building blocks were synthesized that are suitable for the labeling of biologically active molecules by the traceless Staudinger ligation. Thus, a 2-(diphenylphosphanyl)phenyl 4-stannylbenzoate building block was converted into the 4-iodobenzoate by the introduction of iodine. The traceless Staudinger ligation was used to introduce the resulting 4-iodobenzoate moiety into selected molecules of pharmacological interest. Furthermore, the labeling procedure was used to transferred the 4-iodobenzoate moiety to a peptide on solid support. Finally, a convenient recovery procedure of the key phosphane building block 2-(diphenylphosphanyl)phenol from 2-(diphenylphosphoryl)phenol was evaluated
Synthesis 46(2014)2, 387-394
Cited 10 times in Scopus