Chemistry of Natural Compounds

, Volume 1, Issue 3, pp 144–148 | Cite as

Structure of thalsimine

  • S. Kh. Maekh
  • S. Yu. Yunusov
Article

Summary

1. The degradation of thalsimine, dihydrothalsimine, and hernandezine with sodium in liquid ammonia gives rise to derivatives of coclaurine.

2. In thalsimine, besides the splitting of the ether bridges, reduction of the dihydroisoquinoline nucleus takes place.

3. The reduction of thalsimine with zinc in sulfuric acid gives rise to two diastereoisomeric products. Methylation of the latter by Hess's method gives hernandezine and N-methyldihydrothalsimine-B with mp 257–258°, [α]D - 127° (CHCl3).

Keywords

Methyl Iodide Liquid Ammonia Hydrobromic Acid Methiodide Tetrandrine 

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Copyright information

© The Faraday Press, Inc 1966

Authors and Affiliations

  • S. Kh. Maekh
    • 1
  • S. Yu. Yunusov
    • 1
  1. 1.Institute of the Chemistry of Plant Substances AS UzSSRUSSR

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