78987-05-0

Upstream product

• 75267-21-9 anhydride of 3,4-methylenedioxyhomophthalic acid 
• 78987-00-5 (+/-)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methoxycarbonyl)tetrahydroprotoberberine 
• 78986-98-8 (+/-)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-carboxytetrahydroprotoberberine 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 78987-04-9 (+/-)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(hydroxymethyl)tetrahydroprotoberberine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 79082-02-3 (+/-)-Thalictrifoline 

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.