30342-06-4

Upstream product

• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 75267-21-9 anhydride of 3,4-methylenedioxyhomophthalic acid 
• 78986-98-8 (+/-)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-carboxytetrahydroprotoberberine 
• 79055-79-1 (+)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(methoxycarbonyl)tetrahydroprotoberberine 
• 79055-77-9 (+)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-carboxytetrahydroprotoberberine 
• 79082-11-4 (+)-trans-2,3-Dimethoxy-8-oxo-9,10-(methylenedioxy)-13-(hydroxymethyl)tetrahydroprotoberberine 
• 79055-84-8 Methanesulfonic acid (6R,6aR)-8,9-dimethoxy-6,11,12,14-tetrahydro-6aH-[1,3]dioxolo[4,5-h]isoquino[2,1-b]isoquinolin-6-ylmethyl ester 

Relevant academic research and scientific papers

THE ABSOLUTE CONFIGURATIONS OF (+)-THALICTRIFOLINE AND (+)-CORYDALIC ACID METHYL ESTER. TOTAL SYNTHESIS OF (+)-THALICTRIFOLINE.

(+)-Thalictrifoline (3) has been synthesized from an optically resolved (+)-8-oxo-13-carboxytetrahydroprotoberberine (13) whose absolute configuration was established by correlation with (+)-18.This determines the absolute configurations of (+)-thalictrifoline (3) as 13R, 14R and (+)-corydalic acid methyl ester (9) as 3R, 4R.

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.