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Synfacts 2009(12): 1313-1313
DOI: 10.1055/s-0029-1218331
DOI: 10.1055/s-0029-1218331
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of S1P1 Receptor Agonists
G. A. Wallace*, T. D. Gordon, M. F. Hayes, D. B. Konopacki, S. R. Fix-Stenzel, X. Zhang, P. Grongsaard, K. P. Cusack, L. M. Schaffter, R. F. Henry, R. H. Stoffel
Abbott Bioscience Research Center, Worcester, Abbott Laboratories, Abbott Park and Genzyme, Cambridge, USA
Further Information
Publication History
Publication Date:
20 November 2009 (online)
Significance
The target molecule is a potential immunosuppressant that modulates lymphocyte trafficking by interacting with the sphingosine-1-phosphate receptor S1P1 in mice. An asymmetric synthesis of all four diastereoisomers required for an SAR study features an efficient Hayashi-Miyaura rhodium-catalyzed asymmetric conjugate addition as the first step.