Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1388108 | Carbohydrate Research | 2010 | 8 Pages |
Abstract
A divergent de novo synthesis of six differentially protected l-iduronic acid thioglycosides from a common advanced precursor is described. The key step of this synthetic sequence is the stereoselective elongation of dithioacetal protected C5-dialdehyde 11 via a highly diastereoselective MgBr2·OEt2-mediated cyanation. Orthogonally protected l-iduronic acid building blocks obtained by this synthesis are expected to facilitate access to differentially sulfated heparins for microarray-based structure–activity relationship studies.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Pascal Bindschädler, Alexander Adibekian, Dan Grünstein, Peter H. Seeberger,