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Synfacts 2010(10): 1107-1107
DOI: 10.1055/s-0030-1258068
DOI: 10.1055/s-0030-1258068
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of (±)-Bremazocine
J.-i. Matsuo*, R. Okada, H. Ishibashi
Kanazawa University, Japan
Further Information
Publication History
Publication Date:
22 September 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201010/lookinside/thumbnails/10.1055-s-0030-1258068-1.jpg)
Significance
(-)-Bremazocine is a potent κ-opioid agonist. A synthesis of rac-bremazocine summarized here incorporates the construction of the dihydro-4-pyridone E via the reaction of the 3-ethoxycyclobutanone A with the aldimine B in the presence of titanium tetrachloride. Eighteen examples of the reaction are described.