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Synfacts 2006(10): 0973-0973  
DOI: 10.1055/s-2006-949336
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of a CXCR4 Antagonist

Contributor(s): Philip Kocienski
A. Niida, H. Tanigaki, E. Inokuchi, Y. Sasaki, S. Oishi, H. Ohno, H. Tamamura, Z. Wang, S. C. Peiper, K. Kitaura, A. Otaka*, N. Fujii*
Kyoto University, Japan; Medical College of Georgia, Augusta, USA; The University of Tokushima, Japan
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

The target molecule antagonizes CXCR4, a transmembrane G-protein-coupled receptor, and could be a lead for the prevention of HIV infection and cancer metastasis. An extensive study of the key step in the depicted synthesis established optimum conditions for a highly stereoselective SN2′ substitution of an allylic phosphate by a cyanocuprate.