10133-76-3

Upstream product

• 67616-16-4 N-[2-(3,4-dimethoxyphenyl)ethyl]benzamide 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 24456-60-8 6,7-dimethoxy-1-(methylsulfanyl)-3,4-dihydroisoquinoline 
• 98-80-6 phenylboronic acid 
• 1745-07-9 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 98-88-4 benzoyl chloride 

Downstream Products

• 6075-62-3 6,7-dimethoxy-2-methyl-1-phenyl-3,4-dihydroisoquinolinium iodide 
• 4008-69-9 6,7-dimethoxy-2-methyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 4118-36-9 6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Total synthesis of racemic 1-aryl-tetrahydroisoquinoline alkaloids

A new synthetic route was developed for the preparation of natural products cryptostyline I, II, III and 1-phenyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline. The Liebeskind-Srogl palladium-catalyzed carbon-carbon cross-coupling protocol was use

Dehalogenation of 1-Halogenothienyl-di- and -tetra-hydroisoquinolines by Sodium Methoxide in Dimethyl Sulphoxide

On treatment with sodium methoxide-dimethyl sulphoxide (NaOMe-DMSO) 1-(5-halogeno-2-thienyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines suffer loss of halogen and are converted into the related 1-hydroxytetrahydroisoquinolines.The reaction fails with comparable 1-bromophenyl- and 1-(halogeno-3-thienyl)tetrahydroisoquinolines.A similar transformation takes place with (5-halogeno-2-thienyl)phenylmethoxymethanes, leading to the dimethyl acetal of the 5-dehalogenated-2-thienyl phenyl ketone. α-Halogenated-2 and 3-thienyl-3,4-dihydroisoquinolines undergo dehalogenation-aromatisation with NaOMe-DMSO.Mechanisms for these conversions are proposed.