Synthesis of (+) -(R)-Tiruchanduramine

Zahraa S Al-Taie; Barbara Bartholomew; Christopher Cartmell; Richard T Froom; Russell G Kerr; Rolf Kraehenbuehl; Patrick J Murphy; Robert J Nash; Yana B Penkova; Alexander van Teijlingen

doi:10.3390/molecules27041338

Synthesis of (+) -(R)-Tiruchanduramine

Molecules. 2022 Feb 16;27(4):1338. doi: 10.3390/molecules27041338.

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.

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.

MeSH terms

Alkaloids / chemical synthesis*
Alkaloids / chemistry
Chemistry Techniques, Synthetic
Combinatorial Chemistry Techniques
Molecular Structure

Substances

Alkaloids

Synthesis of (+) -(R)-Tiruchanduramine

Authors

Affiliations

Abstract

MeSH terms

Substances

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