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3. An efficient synthesis of the natural tetrahydrofuran pachastrissamine starting from D-ribo-phytosphingosine

Author

van den Berg, Richard J.B.H.N., Boltje, Thomas J., Verhagen, Carlo P., Litjens, Remy E.J.N., van der Marel, Gijsbert A., and Overkleeft, Herman S.

Subjects
Tetrahydrofuran -- Structure, Tetrahydrofuran -- Properties, Nuclear magnetic resonance spectroscopy -- Analysis, Chromatography -- Analysis, Biological sciences, Chemistry
Abstract

A fast and efficient synthesis of the cytotoxic natural agent, pachstrissamine, and its unnatural 4-epi-congener, starting from phytosphingosine is described. The natural product pachastrissamine was synthesized in three steps and with 72% overall yield from D-ribo-phytosphingosine.

Published
2006

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