82589-49-9

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 82590-44-1 4-Amino-5-(3,4-dimethoxy-phenyl)-pentan-1-ol 
• 66162-43-4 2-(3,4-dimethoxy-benzyl)-pyrrolidine 
• 109-94-4 formic acid ethyl ester 
• 82590-36-1 (Z)-5-(3,4-Dimethoxy-phenyl)-4-nitro-pent-4-enoic acid ethyl ester 

Downstream Products

• 82589-55-7 7,8-Dimethoxy-1,2,3,5,10,10a-hexahydropyrrolo<1,2-b>isoquinoline 

Relevant academic research and scientific papers

Synthesis of Hexahydropyrroloisoquinolines - Analogs of Phenanthroindolizidine Anticancer Alkaloids

A convenient preparative route has been developed for the synthesis of hexahydropyrroloisoquinolines involving condensation of an araldehyde with ethyl 4-nitrobutanoate followed by LAH reduction and subsequent cyclization with H2SO4 to 2-arylmethylpyrrolidines.The latter on formylation and Bischler-Napieralsky cyclization followed by NaBH4 reduction give the required pyrroloisoquinolines.Using this method, 8-methoxy-1,2,3,5,10,10a-hexahydropyrroloisoquinoline (IXa); 7,8-dimethoxy-1,2,3,5,10,10a-hexahydropyrroloisoquinoline (IXb); 7,9,10,11,11a,12-hexahydrobenzopyrroloisoquinoline (Xa); 3-methoxy-7,9,10,11,11a,12-hexahydrobenzopyrroloisoquinoline (Xb); 7,7a,8,9,10,12-hexahydrobenzopyrroloisoquinoline (XIa); 3-methoxy-7,7a,8,9,10,12-hexahydrobenzopyrroloisoquinoline (XIb) and 2,3-dimethoxy-7,7a,8,9,10,12-hexahydrobenzopyrroloisoquinoline (XIc) have been synthesized.None of these compounds has shown any noteworthy anticancer activity while few have exhibited interesting antihistaminic, β-blocking, hypertensive, antiinflammatory and antireserpine activities.