Development of a scalable synthesis of a pyridinyl-3-azabicyclononene, a novel nicotinic partial agonist
The process research and development of two syntheses of a novel nicotinic partial agonist, TC-8817 ((+)-5), are described. The original Medicinal Chemistry route had multiple flaws, making it unsuitable for further development. A second approach was expl
Breining, Scott R.,Genus, John F,Mitchener, J. Pike,Cuthbertson, Timothy J,Heemstra, Ronald,Melvin, Matt S,Dull, Gary M,Yohannes, Daniel
p. 413 - 421
(2013/06/05)
A short enantioselective pathway for the synthesis of the anti-influenza neuramidase inhibitor oseltamivir from 1,3-butadiene and acrylic acid
A short synthetic pathway has been developed for the synthesis of oseltamivir (1) or the enantiomer (ent-1). The intermediates and conditions for this process are summarized in Scheme 1. The synthesis provides a number of advantages: (1) use of inexpensiv
Yeung, Ying-Yeung,Hong, Sungwoo,Corey
p. 6310 - 6311
(2007/10/03)
Triflimide activation of a chiral oxazaborolidine leads to a more general catalytic system for enantioselective Diels-Alder addition
The strong acid triflimide ((CF3SO2)2NH) protonates chiral oxazaborolidines to form superactive, stable, chiral Lewis acids which are highly effective catalysts for a wide variety of enantioselective Diels-Alder reactions, documented herein by more than 20 examples. Copyright
Ryu, Do Hyun,Corey
p. 6388 - 6390
(2007/10/03)
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