40810-36-4Relevant academic research and scientific papers
Mechanism-Based Design of an Amide-Directed Ni-Catalyzed Arylboration of Cyclopentene Derivatives
Lambright, Alison L.,Liu, Yanyao,Joyner, Isaac A.,Logan, Kaitlyn M.,Brown, M. Kevin
supporting information, p. 612 - 616 (2021/01/26)
A method for amide-directed Ni-catalyzed diastereoselective arylboration of cyclopentenes is disclosed. The reaction allows for the synthesis of sterically congested cyclopentane scaffolds that contain an easily derivatized boronic ester and amide functional handles. The nature of the amide directing group and its influence on the reaction outcome are investigated and ultimately reflect a predictably selective reaction based on the solvent and base counterion.
Enantioselective desymmetrization via carbonyl-directed catalytic asymmetric hydroboration and Suzuki-Miyaura cross-coupling
Hoang, Gia L.,Yang, Zhao-Di,Smith, Sean M.,Miska, Judy L.,Prez, Damaris E.,Zeng, Xiao Cheng,Takacs, James M.,Pal, Rhitankar,Pelter, Libbie S. W.
supporting information, p. 940 - 943 (2015/03/30)
The rhodium-catalyzed enantioselective desymmetrization of symmetric γ,δ-unsaturated amides via carbonyl-directed catalytic asymmetric hydroboration (directed CAHB) affords chiral secondary organoboronates with up to 98% ee. The chiral γ-borylated products undergo palladium-catalyzed Suzuki-Miyaura cross-coupling via the trifluoroborate salt with stereoretention.
New derivatives of benzylamide with anticonvulsant activity
Strupinska, Marzanna,Rostafinska-Suchar, Grazyna,Stables, James. P.,Paruszewski, Ryszard
experimental part, p. 155 - 159 (2009/06/18)
Previously obtained picolinic acid benzylamide is a potent anticonvulsant with low neurotoxicity. In search for new effective anticonvulsants twelve new benzylamides (1-12) were synthesized and preliminary evaluated in the Anticonvulsant Screening Program (ASP) of Antiepileptic Drug Development Program (ADDP) of NIH. Two of them appeared the most promising: 1- cyclopentenecarboxylic acid benzylamide (1- Cpc-BZA) (9) showed MES ED 50 = 85,36 mg/kg (PI = 2,49), scPTZ ED50 = 1,37 mg/kg (PI = 1,37), 6Hz-EST ED50 = 50,29 mg/kg and cyclopentanecarboxylic acid benzylamide (Cpc-BZA) (11) showed pilocarpine ED50 = 154.75 mg/kg and pilocarpine ED97 = 270.95 mg/kg.
