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A concise synthesis of peramine, a metabolite of endophytic fungi

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journal contribution
posted on 2018-09-11, 05:12 authored by Shinsaku Ito, Yuta Yamamoto, Toshio Nishikawa

The total synthesis of peramine, a natural product isolated from an endophytic fungi, has been achieved in four steps and 34% overall yield from known compounds. The key step was the one-pot construction of the pyrrolopyrazinone ring from pyrrole amide and propargyl bromide. The preparation of peramine-d4 as an internal standard for quantitative analysis by MS is also described.

Peramine, a natural product isolated from an endophytic fungi, was synthesized in four steps by one-pot construction of the pyrrolopyrazinone ring as a key step.

Funding

This work was supported by a Grant-in-Aid for Scientific Research (B) (No.16H04915) and Grants-in-Aid for Scientific Research on Innovative Areas [16H04915,18H04400] from MEXT; Japan Society for the Promotion of Science.

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    Bioscience, Biotechnology, and Biochemistry

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