Article ID Journal Published Year Pages File Type
5282072 Tetrahedron Letters 2009 4 Pages PDF
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
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