852476-87-0Relevant academic research and scientific papers
Ruthenium-Catalyzed Highly Enantioselective Synthesis of cis-3-Quinuclidinols via DKR Asymmetric Transfer Hydrogenation
Luo, Zhonghua,Wang, Zhongqing,Sun, Guodong,Jian, Weilin,Jiang, Fengkai,Luan, Baolei,Li, Ridong,Zhang, Lei
supporting information, p. 4322 - 4326 (2020/06/04)
A method for the enantioselective synthesis of cis-3-quinuclidinols by Ru-catalyzed asymmetric transfer hydrogenation via dynamic kinetic resolution is described. The reaction proceeded under mild conditions using ammonium formate as the hydrogen donor, affording the products in high yields (up to 99%) with excellent diastereoselectivity (up to 99:1 dr) and enantioselectivity (95-99% ee). This protocol was applicable to gram-scale preparation with perfect enantioselectivity through simple recrystallization.
2-(Arylmethyl)-3-substituted quinuclidines as selective α7 nicotinic receptor ligands
Mazurov, Anatoly,Klucik, Jozef,Miao, Lan,Phillips, Teresa Y.,Seamans, Angela,Schmitt, Jeffrey D.,Hauser, Terry A.,Johnson Jr., Raymond T.,Miller, Craig
, p. 2073 - 2077 (2007/10/03)
A series of 2-(arylmethyl)-3-substituted quinuclidines was developed as α7 neuronal nicotinic acetylcholine receptor (nAChR) agonists based on a putative pharmacophore model. The series is highly selective for the α7 over other nAChRs (e.g., the α4β2 of the CNS, and the muscle and ganglionic subtypes) and is functionally tunable at α7. One member of the series, (+)-N-(1-azabicyclo[2.2.2]oct-3-yl)benzo[b]furan-2-carboxamide (+)-8l), has potent agonistic activity for the α7 nAChR (EC50 = 33 nM, Imax = 1.0), at concentrations below those that result in desensitization.
