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Synthesis of Tangutorine

✍ Scribed by Tse-Lok Ho; Chun-Kuei Chen

Publisher: John Wiley and Sons
Year: 2006
Tongue: German
Weight: 71 KB
Volume: 89
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200690003

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✦ Synopsis

Tangutorine (1) in the racemic form has been assembled from tryptamine and aldehyde 3. The synthetic design was based on uncovering a hidden symmetry in the nontryptamine portion of the norketone 2. A five-step process with an overall yield of 7% was developed in which 2 was transformed into the target molecule via a Vilsmeier-Haack reaction and two reduction steps.

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