183207-67-2Relevant articles and documents
CONJUGATED PROTEINS AND USES THEREOF
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Paragraph 0387; 0420-0421, (2020/09/16)
Disclosed herein, in certain embodiments, are protein-probe adducts and synthetic ligands that inhibit protein-probe adduct formation, in which the proteins are regulated by NRF2. In some instances, also described herein are protein-binding domains that interact with a probe and/or a ligand described herein, in which the proteins are regulated by NRF2.
Synthesis of P,N-2,2′-biphenyl derivatives with central chirality
Jean, Ludovic,Pouliquen, Michael,Blanchet, Jerome,Lasne, Marie-Claire,Rouden, Jacques
scheme or table, p. 1907 - 1913 (2011/01/12)
Enantiopure 2-(dicyclohexylphosphino)-1,1′-biphenyl derivatives substituted in the 2′-position by a chiral amino group were prepared. For the compound bearing an acyclic chiral chain, the key step was a Suzuki coupling between bromobenzeneboronic acid and N-Boc-iodoaniline whereas an aromatic nucleophilic substitution allowed the introduction of a chiral pyrrolidine in the 2′-position of the biphenyl backbone. The efficiency of the P,N-biphenyl pyrrolidine derivatives as ligands in Pd-catalyzed arylaminations compares well with that of DavePhos ligand.
Palladium-mediated arylation of 3-aminopiperidines and 3-aminopyrrolidines
Jean, Ludovic,Rouden, Jacques,Maddaluno, Jacques,Lasne, Marie-Claire
, p. 8893 - 8902 (2007/10/03)
This paper describes the palladium-catalyzed arylation of 1-substituted 3-aminopyrrolidines or piperidines. Palladium(0) (1-2 mol %) in conjunction with "Buchwald's ligand" [2-(dimethylamino)-2′- (dicyclohexylphosphine)biphenyll was shown to be the catalyst of choice for the coupling with aryl bromides or chlorides. When bromobenzene was used, a strong temperature effect was noticed. Whereas no reaction occurred at 100 °C, yields higher than 85% were obtained at 130 °C for each substrate. Such an effect was not observed when diphosphines were used. Whereas Xantphos and, to a lesser extent BINAP, were moderately efficient in the coupling of all diamines, the palladium-mediated arylation in the presence of monophosphines was strongly dependent on the substrate. The results suggest the participation of both nitrogens of the aminoheterocycle in the reactive intermediate. This participation could also account for the highly selective arylation of the endocyclic nitrogen of unsubstituted 3-aminopyrrolidine or piperidine. Optimal conditions were found for the arylation using 2- or 4-substituted electron-poor or enriched aryl halides.
