Synthesis of Rapamycin

M. L. Maddess; M. N. Tackett; H. Watanabe; P. E. Brennan; C. D. Spilling; J. S. Scott; D. P. Osborn; S. V. Ley

doi:10.1055/s-2007-968517

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Synfacts 2007(6): 0575-0575
DOI: 10.1055/s-2007-968517

Synthesis of Natural Products and Potential Drugs

Synthesis of Rapamycin

Contributor(s): Philip Kocienski, Thomas Snaddon
M. L. Maddess, M. N. Tackett, H. Watanabe, P. E. Brennan, C. D. Spilling, J. S. Scott, D. P. Osborn, S. V. Ley*
University of Cambridge, UK

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Publication History

Publication Date:
22 May 2007 (online)

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Significance

Rapamycin is a potent immunosuppressant. It is in clinical use and is administered after organ transplant operations. Noteworthy in this synthesis is a catechol-tethered Dieckmann condensation strategy used to construct the macrocyclic ring.