Synthesis of (+) -(R)-Tiruchanduramine

  • Molecules. 2022 Feb 16;27(4):1338. doi: 10.3390/molecules27041338.
Zahraa S Al-Taie  1 ,  Barbara Bartholomew  2 ,  Christopher Cartmell  3 ,  Richard T Froom  4 ,  Russell G Kerr  3 ,  Rolf Kraehenbuehl  5 ,  Patrick J Murphy  4 ,  Robert J Nash  2 ,  Yana B Penkova  2 ,  Alexander van Teijlingen  4
Affiliations
  • 1. Department of Chemistry, College of Science, Al-Nahrain University, Baghdad 10072, Iraq.
  • 2. The Institute of Biological, Environmental and Rural Sciences (IBERS), Aberystwyth University, Aberystwyth SY23 3DA, UK.
  • 3. Department of Chemistry and Biomedical Sciences, DRC, 550 University Avenue, University of Prince Edward Island, Charlottetown, PE C1A 4P3, Canada.
  • 4. School of Natural Sciences (Chemistry), Bangor University, Bangor LL57 2UW, UK.
  • 5. Centre for Environmental Biotechnology, Bangor University, Deiniol Rd., Bangor LL57 2UW, UK.
PMID: 35209136 DOI: 10.3390/molecules27041338
Abstract

The absolute stereochemistry of the marine alkaloid (+)-(R)-tiruchanduramine was established via a convergent total synthesis in six steps and 15.5% overall yield from Fmoc-D-Dab(Boc)-OH.

Keywords
Synoicum macroglossum; guanidines; tiruchanduramine; β-carboline.
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