162038-38-2Relevant academic research and scientific papers
Stereoselective synthesis of J-104,118 and J-104,123, novel, potent inhibitors of squalene synthase
Iwasawa, Yoshikazu,Shibata, Jun,Nonoshita, Katsumasa,Arai, Sachie,Masaki, Hitoshi,Tomimoto, Koji
, p. 13881 - 13894 (1996)
A novel class of squalene synthase inhibitors (J-104,118 and J-104,123) were synthesized efficiently. An amine intermediate 1 was synthesized using two distinct methods. First, the racemic amine 1 was synthesized diastereoselectively using a key reaction consisting of the stereo-controlled reduction of the ketone 7 by L-Selectride. Second, the optically active amine 1 was synthesized efficiently and enantioselectively using Sharpless dihydroxylation as a key reaction. A stereo-controlled method for synthesizing J-104,123 was developed starting from a commercially available methyl (R)-3-hydroxybutyrate.
J-104,123, a novel and orally-active inhibitor of squalene synthase: Stereoselective synthesis and cholesterol lowering effects in dogs
Iwasawa, Yoshikazu,Shibata, Jun,Mitsuya, Morihiro,Masaki, Hitoshi,Hayashi, Masahiro,Kanno, Tetsuya,Sawasaki, Yoshio,Hisaka, Akihiro,Kamei, Toshio,Tomimoto, Koji
, p. 463 - 466 (2007/10/03)
J-104,123, a potent inhibitor of squalene synthase having monocarboxylic acid structure, was discovered by chemical modification of J-104,118. An oral dose of J-104,123 lowered serum cholesterol levels in dogs. J-104,123 was synthesized stereoselectively from methyl (R)-3-hydroxybutyrate.
