N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine

Base Information

• Chemical Name: N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine
• CAS No.: 1160714-65-7
• Molecular Formula: C₂₂H₄₀INO₄Si₂
• Molecular Weight: 565.639
• Mol file: 1160714-65-7.mol

Synonyms:N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine

Chemical Property of N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine

There total 6 articles about N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

1-iodo-2-iodomethyl-4,5-dimethoxybenzene (916977-11-2) + 2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine (1160714-58-8) → N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine (1160714-65-7)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; Reflux;

DOI:10.1021/ol900806m

Reference yield:

tert-butyl 2,6-dimethyl-4-(trimethylsilyl)-1,3-oxazinane-3-carboxylate (1160714-63-5) → N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine (1160714-65-7)

Guidance literature:

Multi-step reaction with 6 steps

1: water; toluene-4-sulfonic acid / methanol

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate

3: toluene-4-sulfonic acid / benzene

4: trifluoroacetic acid / dichloromethane

5: potassium carbonate / acetonitrile

6: potassium carbonate / acetonitrile / 8 h / Reflux

With water; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; dichloromethane; ethyl acetate; acetonitrile; benzene;

DOI:10.1002/ejoc.201001263

Reference yield:

tert-butyl 3-hydroxy-1-(trimethylsilyl)butylcarbamate (1160714-59-9) → N-(2-iodo-4,5-dimethoxybenzyl)-2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine (1160714-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate

2: toluene-4-sulfonic acid / benzene

3: trifluoroacetic acid / dichloromethane

4: potassium carbonate / acetonitrile

5: potassium carbonate / acetonitrile / 8 h / Reflux

With potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; ethyl acetate; acetonitrile; benzene;

DOI:10.1002/ejoc.201001263

upstream raw materials:

1-iodo-2-iodomethyl-4,5-dimethoxybenzene

2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-((trimethylsilyl)methyl)ethanamine

tert-butyl 2,6-dimethyl-4-(trimethylsilyl)-1,3-oxazinane-3-carboxylate

tert-butyl 3-hydroxy-1-(trimethylsilyl)butylcarbamate

Downstream raw materials:

methyl 2-(4,5-dimethoxy-2-(((2-(2-methyl-1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl)((trimethylsilyl)methyl)amino)methyl)phenyl)acrylate