24997-85-1

Basic information

• Product Name: N-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine
• Synonyms: N-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine
• CAS NO: 24997-85-1
• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.4061
• Mol File: 24997-85-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine(24997-85-1)
• EPA Substance Registry System: N-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethanamine(24997-85-1)

Safety Data

• Hazardous Substances Data: 24997-85-1(Hazardous Substances Data)

Upstream product

• 18034-37-2 N-<2-(3,4-dimethoxybenzyl)ethyl>-3,4-dimethoxybenzaldimine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 70360-83-7 1,2-dimethoxy-4-(2-nitroethyl)benzene 
• 4230-93-7 1,2-dimethoxy-4-(2-nitro-vinyl)-benzene 

Downstream Products

• 91790-53-3 1,2,3,4-tetrahydro-6,7-dimethoxy-2-(3,4-dimethoxybenzyl)isoquinoline 
• 96839-24-6 N-(3,4-dimethoxybenzyl)-N'-methyl-2-(3,4-dimethoxyphenyl)ethanamine 
• 94027-34-6 4,4'-(2-aza-butanediyl)-di-pyrocatechol 
• 144344-81-0 N-(3,4-dimethoxybenzyl)-N'-formyl-2-(3,4-dimethoxyphenyl)ethanamine 
• 161988-97-2 (3,4-Dimethoxy-benzyl)-[2-(3,4-dimethoxy-phenyl)-ethyl]-[(Z)-2-((R)-2-nitro-benzenesulfinyl)-vinyl]-amine 
• 31756-19-1 6,7-dimethoxy-2-methyl-2-veratryl-1,2,3,4-tetrahydro-isoquinolinium; iodide 
• 55124-87-3 N-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxyphenyl)ethan-1-aminium chloride 
• 523-02-4 (S)-(-)-norcoralydine 

Relevant articles and documents

Total Synthesis of (-)-Canadine, (-)-Rotundine, (-)-Sinactine, and (-)-Xylopinine Using a Last-Step Enantioselective Ir-Catalyzed Hydrogenation

A concise asymmetric total synthesis of a group of tetrahydroprotoberberine alkaloids, (-)-canadine, (-)-rotundine, (-)-sinactine, and (-)-xylopinine, has been accomplished in three steps from the commercially available corresponding disubstituted phenylethylamine and disubstituted benzaldehyde. Our synthesis toward these four alkaloids took advantage of the following strategy: In the first step, we achieved an efficient and sustainable synthesis of secondary amine hydrochlorides via a fully continuous flow; in the second step, we developed a Pictet-Spengler reaction/Friedel-Crafts hydroxyalkylation/dehydration cascade for the construction of the dihydroprotoberberine core structure (ABCD-ring); and in the last step, Ir-catalyzed enantioselective hydrogenation was employed for the introduction of the desired stereochemistry at the C-14 position in the tetrahydroprotoberberine alkaloids. This work significantly expedites the asymmetric synthesis of the entire tetrahydroprotoberberine alkaloid family as well as a more diverse set of structurally related non-natural analogues.

Chiral acetylenic sulfoxides in organic synthesis: Secondary amine cyclization and total synthesis of (S)-(-)-carnegine

Michael addition of secondary amines 1b-1g onto chiral acetylenic sulfoxides 2 followed by acid induced cyclization afforded structures of tetrahydroisoquinoline skeleton in high to moderate diastereoselectivity. Optical pure (S)-(-)-carnegine has been sy

Berberis ALKALOIDS. XXII. INTEBRININE AND INTEBRIMINE - NEW ALKALOIDS FROM Berberis integerrima

The known alkaloids reticuline, isoboldine, isocorydine, glaucine, armepavine, oxyacanthine, and heliamine and the new alkaloids intebrinine and intebrimine have been isolated from the total alkaloids of the leaves of Berberis integerrima, and structures