73378-05-9Relevant academic research and scientific papers
Salutaridine and its derivatives as thebaine-equivalents in the synthesis of aporphines
Udvardy, Antal,Sipos, Attila
, p. 2022 - 2030 (2013)
Here we report the transformation of tetracyclic morphinan salutaridine (1) into 2,3,10,11-tetrasubstituted (R)-aporphines. This method serves as another chemical proof of the previously verified biosynthetic connection with pentacyclic morphinan-6,8-dien
Formation of a new polycyclic heteroring system by the acid-catalyzed rearrangement of thebaine in the presence of thiosalicylic acid
Berenyi, Sandor,Toth, Miklos,Gyulai, Susanna,Szilagyi, Laszlo
, p. 135 - 142 (2002)
The methanesulfonic acid-catalyzed rearrangement of thebaine (1) in the presence of thiophenol resulted in 2-phenylthioapocodeine (7), whose O-demethylation gave 2-phenylthioapomorphine (8). An analogous transformation of 1 with thiosalicylic acid furnish
Microwave-promoted acid-catalyzed rearrangement of morphinans - A high-yield synthesis of R(-)-apomorphine
Csutoras,Berenyi,Neumeyer
, p. 866 - 872 (2008/09/17)
The microwave-promoted acid-catalyzed rearrangement of morphine (1), codeine (2), and thebaine (3) was investigated. In all cases, a significant improvement in the yields were achieved compared to the traditional techniques. R(-)-Apomorphine (4), which is a clinically important dopamine agonist, was synthesized from morphine (1) in 75% yield. Copyright Taylor & Francis Group, LLC.
