1200959-72-3Relevant articles and documents
Preparation of 4-halobenzoate-containing phosphane-based building blocks for labeling reactions using the traceless Staudinger ligation
Mamat, Constantin,K?ckerling, Martin
, p. 387 - 394 (2015/02/19)
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 insert the 4-iodobenzoate moiety into 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, structure determination, and (radio-)fluorination of novel functionalized phosphanes suitable for the traceless Staudinger ligation
Mamat, Constantin,Franke, Markus,Peppel, Tim,K?ckerling, Martin,Steinbach, J?rg
experimental part, p. 4521 - 4529 (2011/07/08)
An elegant and efficient synthesis approach for the preparation of novel benzoate and nicotinate containing phosphanes is presented. This reaction path has a broad substrate scope. Thus, various functionalized phosphanes were obtained in high yields using
Synthesis of benzoate-functionalized phosphanes as novel building blocks for the traceless staudinger ligation
Mamat, Constantin,Flemming, Anke,Koeckerling, Martin,Steinbach, Joerg,Wuest, Frank R.
experimental part, p. 3311 - 3321 (2010/03/03)
A new synthetic pathway for the preparation of benzoate-functionalized phosphanes for microwave-mediated traceless Staudinger ligations is described. Novel phosphane derivatives based on 4-substituted iodophenyl benzoates were prepared via palladium(II)-catalyzed P-C cross-coupling reaction strategy in high yields. The application of microwave conditions for the ligation reactions reduced the reaction time considerably. An approach to fast and facile labeling strategies using this ligation was established.
