133010-02-3Relevant articles and documents
Rapid and column-free syntheses of acyl fluorides and peptides usingex situgenerated thionyl fluoride
Lee, Cayo,Sammis, Glenn M.,Thomson, Brodie J.
, p. 188 - 194 (2021/12/31)
Thionyl fluoride (SOF2) was first isolated in 1896, but there have been less than 10 subsequent reports of its use as a reagent for organic synthesis. This is partly due to a lack of facile, lab-scale methods for its generation. Herein we report a novel protocol for theex situgeneration of SOF2and subsequent demonstration of its ability to access both aliphatic and aromatic acyl fluorides in 55-98% isolated yields under mild conditions and short reaction times. We further demonstrate its aptitude in amino acid couplings, with a one-pot, column-free strategy that affords the corresponding dipeptides in 65-97% isolated yields with minimal to no epimerization. The broad scope allows for a wide range of protecting groups and both natural and unnatural amino acids. Finally, we demonstrated that this new method can be used in sequential liquid phase peptide synthesis (LPPS) to afford tri-, tetra-, penta-, and decapeptides in 14-88% yields without the need for column chromatography. We also demonstrated that this new method is amenable to solid phase peptide synthesis (SPPS), affording di- and pentapeptides in 80-98% yields.
Oligopeptides and process for preparation thereof
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Page/Page column 12, (2015/12/17)
This invention relates to oligopeptides having general formula (I). The invention also relates to the process of preparation thereof, wherein the said compounds are selective anti-cancer agents over a panel of human cancer cell lines. Further, this invent
A supramolecular approach to chiral ligand modification: Coordination chemistry of a multifunctionalised tridentate amine-phosphine ligand
Fuentes, Jose A.,Clarke, Matthew L.,Slawin, Alexandra M. Z.
, p. 689 - 693 (2008/09/20)
A novel chiral amine-phosphine tagged with an amido-napthyridine moiety has been synthesised and found to bind complementary pyridinone additives. These additives were found to have a modest but measurable promotional effect on the catalytic activity and/or enantioselectivity of Ir- and Rh-catalysed reductions. One explanation for the relatively poor results obtained with the Ir and Ru catalysts is the formation of complexes, in which the ligand adopts an anionic tridentate coordination mode. Pt and Rh complexes of this type were isolated and characterised. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.