89356-58-1

Upstream product

• 18111-03-0 3-(3-hydroxy-4,5-dimethoxyphenyl)propionic acid 
• 5438-36-8 5-iodovaniline 
• 32024-15-0 3,4-dimethoxy-5-iodobenzaldehyde 
• 89356-57-0 3-(3-benzyloxy-4,5-dimethoxyphenyl)propionic acid 

Downstream Products

• 89356-59-2 N-<(2-benzyloxy-3-methoxy)-1-methylphenethyl>-3-(3-benzyloxy-4,5-dimethoxyphenyl)propionamide 
• 89356-61-6 trans-1-<2-(3-benzyloxy-4,5-dimethoxyphenyl)ethyl>-7-benzyloxy-6-methoxy-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 89356-61-6 cis-1-<2-(3-benzyloxy-4,5-dimethoxyphenyl)ethyl>-7-benzyloxy-6-methoxy-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 89356-66-1 trans-7-hydroxy-1-<2-(3-hydroxy-4,5-dimethoxyphenyl)ethyl>-6-methoxy-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 89356-66-1 cis-7-hydroxy-1-<2-(3-hydroxy-4,5-dimethoxyphenyl)ethyl>-6-methoxy-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 89356-60-5 1-<2-(3-benzyloxy-4,5-dimethoxyphenyl)ethyl>-7-benzyloxy-6-methoxy-2,3-dimethyl-3,4-dihydroisoquinolinium iodide 
• 156488-60-7 6-benzyloxy-1-(3-benzyloxy-4,5-dimethoxyphenethyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 156488-58-3 3-(3-benzyloxy-4,5-dimethoxyphenyl)-N-(3-benzyloxy-4-methoxyphenethyl)propionamide 

Relevant academic research and scientific papers

Synthesis of (+/-)-Isoautumnaline and (+/-)-Dysoxyline

The structures previously assigned to the phenethylisoquinoline alkaloids (-)-isoautumnaline and (+)-dysoxyline have been confirmed by total syntheses of the corresponding racemic substances.

Biosynthesis. Part 26. Synthetic Studies of Structural Modification of Late Biosynthetic Precursors for Colchicine

The latter part of the natural pathway to colchicine is known to involve conversion of phenethyltetrahydroisoquinoline (2) by phenol oxidation into a dienone (O-methylandrocymbine) (4), the dienone subsequently undergoing ring-expansion to generate the tr