162038-39-3Relevant articles and documents
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 (2007/10/03)
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.
