477199-31-8Relevant academic research and scientific papers
A practical synthesis for the core structure of a family of selective prostaglandin D2 receptor antagonists
Campos, Kevin R.,Journet, Michel,Cai, Dongwei,Kowal, Jason J.,Lee, Sandra,Larsen, Robert D.,Reider, Paul J.
, p. 2338 - 2342 (2003)
A convergent synthesis was developed for the production of the core structure of prostaglandin D2 receptor antagonists for the treatment of allergic rhinitis. The key steps in this synthesis were a highly diastereoselective alkylation of (+)-nopinone, a chemo- and stereoselective reduction of an oxime to an amine, and a well-controlled reduction of an aminoalkyne to a (Z)-olefin.
A general method for the highly diastereoselective, kinetically controlled alkylation of ( )-nopinone
Campos, Kevin R,Lee, Sandra,Journet, Michel,Kowal, Jason J,Cai, Dongwei,Larsen, Robert D,Reider, Paul J
, p. 6957 - 6959 (2007/10/05)
A general method for the monoalkylation of (+)-nopinone was developed for a variety of carbon and heteroatom electrophiles to afford the kinetically controlled product 2 with high diastereoselectivity (98% d.e.) and excellent yield (75-90%).
