205442-95-1Relevant academic research and scientific papers
Pyrrolidine analogues of lobelane: Relationship of affinity for the dihydrotetrabenazine binding site with function of the vesicular monoamine transporter 2 (VMAT2)
Vartak, Ashish P.,Nickell, Justin R.,Chagkutip, Jaturaporn,Dwoskin, Linda P.,Crooks, Peter A.
experimental part, p. 7878 - 7882 (2010/08/06)
Ring size reduction of the central piperidine ring of lobelane yielded pyrrolidine analogues that showed marked inconsistencies in their ability to bind to the dihydrotetrabenazine (DTBZ) binding site on the vesicular monoamine transporter-2 (VMAT2) and t
Asymmetric syntheses of 2-substituted and 2,5-disubstituted pyrrolidines from (3S,5R,7aR)-5-(benzotriazol-1-yl)-3-phenyl[2,1-b]oxazolopyrrolidine
Katritzky, Alan R.,Cui, Xi-Lin,Yang, Baozhen,Steel, Peter J.
, p. 1979 - 1985 (2007/10/03)
Benzotriazole, 2,5-dimethoxytetrahydrofuran, and (S)-phenylglycinol in one step gave 80% of (3S, 5R,7aR)-5-(benzotriazol-1-yl)-3-phenyl-[2,1- b]oxazolopyrrolidine (6), whose crystal structure was confirmed by X-ray crystallography. Novel chiral pyrrolidine synthon 6 reacts with organosilicon (allyltrimethylsilanes and vinyloxytrimethylsilanes), organophosphorus, organozinc, and Grignard reagents to afford chiral 2-substituted and 2,5- disubstituted pyrrolidines.
A short asymmetric synthesis of 2,5-disubstituted pyrrolidines
Katritzky, Alan R.,Cui, Xi-Lin,Yang, Baozhen,Steel, Peter J.
, p. 1697 - 1700 (2007/10/03)
A novel approach to chiral 2,5-disubstituted pyrrolidines, starting from chiral 2-phenyl-glycimol, 1,5-dimethoxytetrahydrofuran, and benzotriazole, involves the diastereoselective substitution by Grignard reagents of a benzotriazolyl group in a crystalline intermediate obtained in high yield.
