Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5282072 | Tetrahedron Letters | 2009 | 4 Pages |
Abstract
Scalable synthetic routes to β-amino acids 1 and 2 are presented. These two compounds, which bind to the α2δ subunit of calcium channels and have important medical applications, have been prepared on kilogram scale in our pilot plant through an improved synthesis that avoids the use of highly toxic reagents and hazardous chemistry present in the original Medicinal Chemistry route. The two chiral centers are introduced through asymmetric Michael and aza-Michael reactions with excellent diastereoselectivity.
Graphical abstractScalable synthetic routes to β-amino acids 1 and 2 are reported. The two chiral centers are introduced through asymmetric Michael and aza-Michael reactions with excellent diastereoselectivity.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Javier Magano, Daniel Bowles, Brian Conway, Thomas N. Nanninga, Derick D. Winkle,