tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate

Base Information

• Chemical Name: tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate
• CAS No.: 1187316-83-1
• Molecular Formula: C₄₇H₆₄I₆N₁₀O₁₄
• Molecular Weight: 1754.51
• Mol file: 1187316-83-1.mol

Synonyms:tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate

Chemical Property of tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate

There total 3 articles about tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate 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: 89.7%

N-BOC-1,2-diaminoethane (57260-73-8) + 5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl dichloride) (79944-44-8) → tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate (1187316-83-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 0 - 50 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00234

Reference yield:

2,4,6-triiodo-5-aminoisophthalic acid (35453-19-1) → tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate (1187316-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride; N,N-dimethyl-formamide / Reflux

2: tetrahydrofuran / 20 - 50 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0 - 50 °C / Inert atmosphere

With thionyl chloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; N,N-dimethyl acetamide;

DOI:10.1021/acs.jmedchem.7b00234

Reference yield:

5-amino-2,4,6-triiodoisophthalic acid dichloride (37441-29-5) → tetra-tert-butyl [({5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl)}tetrakis(azanediyl))tetrakis(ethane-2,1-diyl)]tetracarbamate (1187316-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 20 - 50 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0 - 50 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl acetamide;

DOI:10.1021/acs.jmedchem.7b00234

upstream raw materials:

N-BOC-1,2-diaminoethane

5,5′-[malonylbis(azanediyl)]bis(2,4,6-triiodoisophthaloyl dichloride)

2,4,6-triiodo-5-aminoisophthalic acid

5-amino-2,4,6-triiodoisophthalic acid dichloride

Refernces

• 1、 Joshi, Neel S.,Bansal, Prashant N.,Stewart, Rachel C.,Snyder, Brian D.,Grinstaff, Mark W.. "Effect of contrast agent charge on visualization of articular cartilage using computed tomography: Exploiting electrostatic interactions for improved sensitivity". supporting information; experimental part. p. 13234 - 13235. Retrieved 2010/01/29.