1201901-59-8Relevant academic research and scientific papers
New chiral zwitterionic phosphorus heterocycles: Synthesis, structure, properties and application as chiral solvating agents
Sheshenev, Andrey E.,Boltukhina, Ekaterina V.,Grishina, Anastasiya A.,Cisa?ova, Ivana,Lyapkalo, Ilya M.,Hii, King Kuok
supporting information, p. 8136 - 8143 (2013/07/27)
A family of new chiral zwitterionic phosphorus-containing heterocycles (zPHC) have been derived from methylene-bridged bis(imidazolines). These structures were unambiguously determined, including single-crystal XRD analysis for two compounds. The stability, acid/base and electronic properties of these dipolar phosphorus heterocycles were subsequently investigated. zPHCs can be successfully employed as a new class of chiral solvating agents for the enantiodifferentiation of chiral carboxylic and sulfonic acids by NMR spectroscopy. The stoichiometry and binding constants for the donor-acceptor complexes formed were established by NMR titration methods. A convenient synthetic approach to a new class of chiral zwitterionic phosphorus-containing heterocycles starting from methylene-bridged bis(imidazolines) was designed and executed. Stability and properties of the synthesized compounds were investigated. The applicability of the designed compounds as chiral solvating agents for the determination of the enantiomeric excesses of chiral acids was demonstrated. Copyright
Synthesis and evaluation of a new class of tertiary alcohol based BACE-1 inhibitors
Russo, Francesco,W?ngsell, Fredrik,S?vmarker, Jonas,Jacobsson, Micael,Larhed, Mats
experimental part, p. 10047 - 10059 (2010/02/28)
BACE-1 has emerged as one of the best characterized targets for future Alzheimer therapy. In accordance with the successful identification of masked inhibitors of HIV-1 protease, we envisioned that tert-alcohol containing transition-state mimicking struct
Design and synthesis of BACE-1 inhibitors utilizing a tertiary hydroxyl motif as the transition state mimic
Wangsell, Fredrik,Russo, Francesco,Saevmarker, Jonas,Rosenquist, Asa,Samuelsson, Bertil,Larhed, Mats
supporting information; experimental part, p. 4711 - 4714 (2010/04/28)
Two series of drug-like BACE-1 inhibitors with a shielded tertiary hydroxyl as transition state isostere have been synthesized. The most potent inhibitor exhibited a BACE-1 IC50 value of 0.23 μM.
