Concepedia

An Improved Synthesis of Canthin-6-one

Kevin M. Czerwinski, Craig A. Zificsak, John D. Stevens, Melissa Oberbeck, Christopher Randlett, Melissa King, Steve Mennen

Synthetic Communications · 2003 · 18 citations · 15 references

DOI

Concepts

Abstract

Abstract An improved route has been devised which provides canthin-6-one in the highest yield from tryptamine to date. Tryptamine is converted to Nb -benzyltryptamine via reaction with benzoylchloride and reduction using LAH. Pictet-Spengler condensation with 2-ketoglutaric acid, removal of the protecting group by CTH, and aromatization with MnO2 affords canthin-6-one in 48% overall yield.

References

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