142301-65-3Relevant articles and documents
Discovery of novel 2-(4-aryl-2-methylpiperazin-1-yl)-pyrimidin-4-ones as glycogen synthase kinase-3β inhibitors
Kohara, Toshiyuki,Nakayama, Kazuki,Watanabe, Kazutoshi,Kusaka, Shin-ichi,Sakai, Daiki,Tanaka, Hiroshi,Fukunaga, Kenji,Sunada, Shinji,Nabeno, Mika,Saito, Ken-Ichi,Eguchi, Jun-ichi,Mori, Akiko,Tanaka, Shinji,Bessho, Tomoko,Takiguchi-Hayashi, Keiko,Horikawa, Takashi
, p. 3733 - 3738 (2017/07/27)
We herein describe the results of further evolution of glycogen synthase kinase (GSK)-3β inhibitors from our promising compounds containing a 3-methylmorpholine moiety. Transformation of the morpholine moiety into a piperazine moiety resulted in potent GS
Heterocycles in Asymmetric Synthesis. Part 1. Construction of the Chiral Building Blocks for Enantioselective Alkaloid Synthesis via an Asymmetric Intramolecular Michael Reaction
Hirai, Yoshiro,Terada, Takashi,Yamazaki, Takao,Momose, Takefumi
, p. 509 - 516 (2007/10/02)
The asymmetric intramolecular Michael reaction of acyclic compounds ethyl (E)-4-but-2-enoate 9, and ethyl (E)-5-pent-2-enoate 10 was investigated under a variety of conditions, and the pyrrolidine ethyl (4-acetyl-1-benzylpyrrolidin-3-yl)acetate 11 and piperidine ethyl (3-acetyl-1-benzylpiperidin-4-yl)acetate 12, versatile chiral building blocks for alkaloid synthesis, were obtained in moderate to excellent optical yield.Cyclization of the aforementioned but- and pent-2-enoate using (R)-1-phenylethylamine in THF in the presence of molecular sieves 5 Angstroem gave the (+)-pyrrolidine derivative (+)-11 and the (-)-piperidine derivative (-)-12 in 60 and 90percent ee, respectively.When (S)-1-phenylethylamine was used, pyrrolidine (-)-11 and piperidine derivatives (+)-12 were obtained in similar optical yields, respectively.The ee of (-)- and (+)-piperidine derivatives increased up to 98percent upon recrystallization of their hydrobromid salts.