79425-06-2Relevant academic research and scientific papers
N-Terminal guanidine derivatives of teicoplanin antibiotics strongly active against glycopeptide resistant Enterococcus faecium
Sz?cs, Zsolt,Bereczki, Ilona,R?th, Erzsébet,Milánkovits, Márton,Ostorházi, Eszter,Batta, Gyula,Nagy, Lajos,Dombrádi, Zsuzsanna,Borbás, Anikó,Herczegh, Pál
, p. 603 - 614 (2020/05/19)
Antibiotic resistance is one of the major challenges in healthcare of our time. To meet this challenge, we designed and prepared guanidine and lipophilic guanidine derivatives of the glycopeptide antibiotic teicoplanin to armed them with activity against
Studies on the Development of the Tritylsulfenyl Group as a Nitrogen Protecting Group and Application in a Synthesis of δ-Coniceine
Branchaud, Bruce P.
, p. 3538 - 3544 (2007/10/02)
The (triphenylmethyl)sulfenyl (tritylsulfenyl, TRS) group was found to posses properties which should make it useful as a nitrogen protecting group.The almost instantaneous reaction of TrSCl (6) with amines produced the corresponding triphenylmethanesulfenamides.The TRS group was found to render the nitrogen atom nonbasic and relatively nonnucleophilic, was stable to aqueous acid, aqueous base, and various reducing agents, and was moderately stable to Moffat oxidation conditions.The TRS group could be cleaved under mild conditions, generating the amine with either CuCl2/EtOH-THF, HI/THF-H2O, or trimethylsilyl iodide (Me3SiI)/CH2Cl2.A synthesis of δ-coniceine (16) illustrates carbon-carbon bond formation with tritylsulfenimine methodology and the utility of the tritylsulfenyl group as a nitrogen protecting group.
