13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid

Base Information

• Chemical Name: 13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid
• CAS No.: 229312-33-8
• Molecular Formula: C₁₃H₂₂N₄O₅
• Molecular Weight: 314.341
• UNII: 5M3RY77XC6
• Mol file: 229312-33-8.mol

Synonyms:229312-33-8;13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid;2,2'-(13-Oxo-1,4,7,10-tetraazabicyclo[8.2.1]tridecane-4,7-diyl)diacetic acid;2-[7-(carboxymethyl)-13-oxo-1,4,7,10-tetrazabicyclo[8.2.1]tridecan-4-yl]acetic acid;starbld0010782;5M3RY77XC6;SCHEMBL5554701;1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic acid, 13-oxo-;2-[7-(carboxymethyl)-13-oxo-1,4,7,10-tetraazabicyclo[8.2.1]tridecan-4-yl]acetic acid

Chemical Property of 13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid

Chemical Property:

• Melting Point: 140-144°C
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 314.15901982
• Heavy Atom Count: 22
• Complexity: 406

Purity/Quality:

HPLC ≥ 98% ^*data from raw suppliers

13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCN2CCN(C2=O)CCN1CC(=O)O)CC(=O)O
• Uses: 13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid is an impurity in the synthesis of Gadoteridol, an MRI contrast chelating agent.

Technology Process of 13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid

There total 3 articles about 13-oxo-1,4,7,10-Tetraazabicyclo[8.2.1]tridecane-4,7-diacetic Acid 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: 82.0%

2,3,4,6,7,8-Hexahydro-1H,5H-4a,6a-diaza-2a,8a-azoniacyclopent [fg]acenaphthylene diperchlorate + bromoacetic acid (79-08-3) → 1,4,7,10-tetraazabicyclo[8.2.1 ]tridecane-13-on-4,7-diacetic acid (229312-33-8)

Guidance literature:

2,3,4,6,7,8-Hexahydro-1H,5H-4a,6a-diaza-2a,8a-azoniacyclopent [fg]acenaphthylene diperchlorate; bromoacetic acid; With sodium hydroxide; In water; at 45 - 90 ℃; for 7h; pH=11.5;

With hydrogenchloride; In water; pH=1.1;

Reference yield: 75.0%

→ 1,4,7,10-tetraazabicyclo[8.2.1 ]tridecane-13-on-4,7-diacetic acid (229312-33-8)

Guidance literature:

Reference yield: 70.0%

bromoacetic acid (79-08-3) + C10H16N4(2+)*2Br(1-) → 1,4,7,10-tetraazabicyclo[8.2.1 ]tridecane-13-on-4,7-diacetic acid (229312-33-8)

Guidance literature:

bromoacetic acid; C₁₀H₁₆N₄⁽²⁺⁾*2Br^(1-); In water; at 90 ℃; for 10h; pH=11.5;

With hydrogenchloride; In water; at 23 ℃; pH=1.1;

upstream raw materials:

bromoacetic acid

Refernces

• 1、 -. "1,4,7,10-tetraazacyclododecane-1,4-diacetic acid". . . Retrieved 2008/06/13.