New asymmetric synthesis of chiral dimethylmorpholines

ORGN 126

Fuyao Zhang, zhang_fuyao@lilly.com1, Thomas M Koenig2, T Craig Ruble3, John R Palmer3, John Howell2, and Tony Y Zhang, zhang@lilly.com2. (1) Chemical Product Research and Development, Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46285, (2) Chemical Process Research and Development, Eli Lilly and Company, Lilly Research Laboratories, Lilly Corporate Center, Indianapolis, IN 46285, (3) Discovery Chemistry Research Technologies, Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46285
Abstract: A practical, asymmetric synthetic method towards (2R, 6R)-dimethylmorpholine (1) and (2R, 5R) dimethylmorpholine (2) has been developed via amide formation from readily available chiral chloropropionic acid, 1-amino-2-propanol, and 2-amino-1-propanol, followed by cyclization.

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006