N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide)

Base Information

• Chemical Name: N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide)
• CAS No.: 1408284-24-1
• Molecular Formula: C₃₄H₅₀N₆O₅Si
• Molecular Weight: 650.894
• Mol file: 1408284-24-1.mol

Synonyms:N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide)

Chemical Property of N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide)

There total 5 articles about N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide) 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: 64.0%

(5-(tert-butyldimethylsilyloxy)-1,3-phenylene)dimethanamine (1206156-37-7) + 2,5-dioxopyrrolidin-1-yl 5-(butylcarbamoyl)-1Hpyrrole-2-carboxylate (1408284-23-0) → N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide) (1408284-24-1)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 19h; Inert atmosphere;

DOI:10.1080/10610278.2012.671523

Reference yield:

1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (1199-64-0) → N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide) (1408284-24-1)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / Reflux

2: 0.5 h / 20 - 30 °C

3: sodium hydroxide / water / 0.33 h / Reflux

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

5: dmap / dichloromethane / 19 h / 20 °C / Inert atmosphere

With dmap; thionyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In dichloromethane; water;

DOI:10.1080/10610278.2012.671523

Reference yield:

5-chlorocarbonyl-1H-pyrrole-2-carboxylic acid methyl ester (347362-31-6) → N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide) (1408284-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.5 h / 20 - 30 °C

2: sodium hydroxide / water / 0.33 h / Reflux

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: dmap / dichloromethane / 19 h / 20 °C / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In dichloromethane; water;

DOI:10.1080/10610278.2012.671523

upstream raw materials:

(5-(tert-butyldimethylsilyloxy)-1,3-phenylene)dimethanamine

2,5-dioxopyrrolidin-1-yl 5-(butylcarbamoyl)-1Hpyrrole-2-carboxylate

methyl 5-(butylcarbamoyl)-1H-pyrrole-2-carboxylate

5-(butylcarbamoyl)-1H-pyrrole-2-carboxylic acid

Downstream raw materials:

3,5-bis((5-(butylcarbamoyl)-1H-pyrrole-2-carboxamido)methyl)phenyl 5-(dimethylamino)naphthalene-1-sulfonate