Facile synthesis of an azido-labeled thalidomide analogue

Scott M Capitosti; Todd P Hansen; Milton L Brown

doi:10.1021/ol034906w

Facile synthesis of an azido-labeled thalidomide analogue

Org Lett. 2003 Aug 7;5(16):2865-7. doi: 10.1021/ol034906w.

Authors

Scott M Capitosti¹, Todd P Hansen, Milton L Brown

Affiliation

¹ Department of Chemistry, University of Virginia, P.O. Box 400319, Charlottesville, Virginia 22904, USA.

PMID: 12889894
DOI: 10.1021/ol034906w

Abstract

[reaction: see text] A five-step synthesis of an azido-thalidomide analogue is presented. The sequence requires cheap and readily available starting materials and reagents, and only two steps require purification. Additionally, the azido-labeled analogue possesses activity comparable to that of thalidomide in inhibiting the proliferation of human microvascular endothelial cells, thus providing impetus for its use as a potential photoaffinity label of thalidomide.