79027-73-9

Upstream product

• 79027-72-8 (+)-cis-2,3-(Methylenedioxy)-8-oxo-9,10-dimethoxy-13-carboxytetrahydroprotoberberine 
• 68408-57-1 (+/-)-cis-2,3-(Methylenedioxy)-8-oxo-9,10-dimethoxy-13-carboxytetrahydroprotoberberine 

Relevant academic research and scientific papers

Absolute Configurations of the cis- and trans-13-Methyltetrahydroprotoberberines. Total Synthesis of (+)-Thalictricavine, (+)-Canadine, (+/-)-, (-)-, and (+)-Thalictrifoline, and (+/-)-, (-)-, and (+)-Cavidine

The tetrahydroprotoberberine alkaloids (+)-thalictricavine and (+)-canadine have been synthesized from an optically resolved (+)-13-carboxy-7,8,13,14-tetrahydro-9-oxoprotoberberine .This establishes the absolute configuration of (+)-thalictricavine as 13S,14R. (+)-Thalictrifoline and (+)-cavidine have also been prepared from a common intermediate, (+)-32, whose absolute configuration was established by correlation with (+)-26.This determines the absolute configuration of (+)-thalictrifoline as 13R,14R, of (+)-corydalic acid methyl ester (22) as 3R,4R, and of the protopine (+)-corycavine (20) as 13R.

The absolute configuration of (+)-thalictricavine

(+)-Thalictricavine (7) and (+)-canadine (1) have been synthesized from an optically resolved (+)-13-carboxy-7,8,13,14-tetrahydro-8-oxoprotoberberine 15.This establishes tha absolute configuration of (+)-thalictricavine (7) as 13S, 14R