141553-09-5Relevant articles and documents
Practical resolution of racemic trans-2-benzylaminocyclohexanol with di-p-toluoyl-l-tartaric acid via diastereomeric salt formation based on the Pope and Peachey method
Ogawa, Ryuji,Fujino, Toshihiro,Hirayama, Noriaki,Sakai, Kenichi
, p. 2458 - 2461 (2008)
A new resolution process for racemic trans-2-benzylaminocyclohexanol 2, a key intermediate for chiral pharmaceuticals, was investigated. Di-p-toluoyl-l-tartaric acid 15 was found to be a new practical resolving agent in terms of stability and productivity of the resolution system. Resolution conditions were optimized based on the Pope and Peachey method, and the best result was obtained when HCl was added to the resolution system as a supplemental acid; 2/l-15/HCl = 1.0/0.6/0.4 (mol/mol/mol) (yield 92%, 99.5%de, E 92%).
Syntheses, structures and catalytic activities of low-coordinated rare-earth metal complexes containing 2,2′-pyridylpyrrolides
Du, Jun,Zhou, Shuangliu,Zhang, Xiuli,Zhang, Lijun,Cui, Peng,Huang, Zeming,Wei, Yun,Zhu, Xiancui,Wang, Shaowu
, (2019/11/20)
Reactions of the ligand precursors 2-(2′-pyridyl)-3,5-Me2-pyrrole (L1H) and 2-(2-pyridyl)-3,4,5-Me3-pyrrole (L2H) with [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 in toluene afforded a series of low-coordinated rare-earth metal bis-amido complexes L1RE[N(SiMe3)2]2 [RE = Y (1a), Dy (1b), Er (1c), Yb (1d)] and L2RE[N(SiMe3)2]2 [RE = Y (2a), Dy (2b), Er (2c), Yb (2d)]. With the ionic radius of rare-earth metal increasing, the reaction of L1H and [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 gave dinuclear complexes (L1)2RE(μ-Cl)(μ-η5:η1:η1-L1)RE(L1)[N(SiMe3)2]2 [RE = Sm (1e), Pr (1f)]; however, the reaction of L2H and [(Me3Si)2N]3Sm(μ-Cl)Li(THF)3 afforded (L2)2Sm[N(SiMe3)2]2 (2e). Results indicated that the ionic radius of rare-earth metal and subtle change in the ligands have substantial effects on the structure and bonding mode of complexes. The complexes showed a high catalytic activity for the ring-opening reaction of cyclohexene oxide with amines to afford various β-aminoalcohols under mild solvent-free conditions.
Broadening the chemical scope of laccases: Selective deprotection of N-benzyl groups
Martínez-Montero, Lía,Díaz-Rodríguez, Alba,Gotor, Vicente,Gotor-Fernández, Vicente,Lavandera, Iván
supporting information, p. 2794 - 2798 (2015/05/27)
Laccase from Trametes versicolor together with TEMPO has been found to be a very efficient system to deprotect N-benzylated primary amines, differing from previously described methods since it uses oxygen as a mild oxidant in aqueous medium. Chemoselective removal of the benzyl group was achieved with excellent yields when secondary amines and alcohol moieties were also present.