15778-61-7

Upstream product

• 19283-70-6 3,4-dimethoxysalicylaldehyde 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 100-39-0 benzyl bromide 
• 121-33-5 vanillin 
• 100-44-7 benzyl chloride 
• 75-52-5 nitromethane 
• 6527-13-5 3,4-dimethoxy-(phenylmethoxy)benzaldehyde 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 

Downstream Products

• 15778-62-8 2-(2-benzyloxy-3,4-dimethoxyphenyl)ethylamine 
• 732296-44-5 14-(3-acetoxy-4-methoxyphenyl)-3,10-diacetoxy-2,11,12-trimethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 919082-27-2 5-benzyloxy-1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 919082-46-5 14-(3,4-dimethoxyphenyl)-3,10-diacetoxy-2,11,12-trimethoxy-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 919082-34-1 ethyl 1-(3,4-dimethoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-7-benzyloxy-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate 
• 919082-35-2 ethyl 1-(3-benzyloxy-4-methoxyphenyl)-2-(2,4-dibenzyloxy-5-methoxyphenyl)-7-benzyloxy-8,9-dimethoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate 
• 47811-27-8 5-benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 47811-28-9 5-Benzyloxy-1-(4-benzyloxy-3-methoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 35115-16-3 N-[2-(2-Benzyloxy-3,4-dimethoxy-phenyl)-ethyl]-2-(3-benzyloxy-4-methoxy-phenyl)-acetamide 
• 35178-88-2 N-[2-(2-Benzyloxy-3,4-dimethoxy-phenyl)-ethyl]-2-(4-benzyloxy-3-methoxy-phenyl)-acetamide 
• 115982-20-2 14-(3,4-dimethoxyphenyl)-3,10-dihydroxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 115982-24-6 14-(3,4-dimethoxyphenyl)-3,10-diacetoxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 115982-23-5 14-(3-acetoxy-4-methoxyphenyl)-3,10-diacetoxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 
• 115982-19-9 14-(3-hydroxy-4-methoxyphenyl)-3,10-dihydroxy-2,11,12-trimethoxy-8,9-dihydro-6H-chromeno[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one 

Relevant academic research and scientific papers

Total synthesis of natural and unnatural lamellarins with saturated and unsaturated D-rings

(Chemical Equation Presented) Twenty-eight natural and unnatural lamellarins with either a saturated or an unsaturated D-ring were synthesized according to our developed synthetic route. The key step involved the Michael addition/ring closure (Mi-RC) of the benzyldihydroisoquinoline and α-nitrocinnamate derivatives, which provided the 2-carboethoxypyrrole intermediates in moderate to good yields (up to 78% yield). Subsequent hydrogenolysis/lactonization furnished lamellarins with a saturated D-ring in excellent yields (up to 93% yield). DDQ oxidation of the saturated lamellarin acetates led directly to the corresponding unsaturated analogues in 54-95% yield. In addition, only two steps in our developed strategy require column chromatography.

Structure and synthesis of goudotianine, a new 7-methyldehydroaporphine from Guatteria goudotiana

Total synthesis of 2,9-dihydroxy-1,3-dimethoxy-7-methyl-6a,7-dehydroaporphine 1a and 3,9-dihydroxy-1,2-dimethoxy-7-methyl-6a,7-dehydroaporphine 1b are described. Direct comparison of both with natural goudotianine isolated from Guatteria goudotiana R.E. Fries showed the latter to be identical with 1b.