4,10-Bis[(1-oxido-2-pyridinyl)Methyl]-1,4,7,10-tetraazacyclododecane-1,7-diacetic Acid

Base Information

• Chemical Name: 4,10-Bis[(1-oxido-2-pyridinyl)Methyl]-1,4,7,10-tetraazacyclododecane-1,7-diacetic Acid
• CAS No.: 1187176-56-2
• Molecular Formula: C₂₄H₃₄N₆O₆
• Molecular Weight: 502.571
• Mol file: 1187176-56-2.mol

Synonyms:4,10-Bis[(1-oxido-2-pyridinyl)Methyl]-1,4,7,10-tetraazacyclododecane-1,7-diacetic Acid

Chemical Property of 4,10-Bis[(1-oxido-2-pyridinyl)Methyl]-1,4,7,10-tetraazacyclododecane-1,7-diacetic Acid

Chemical Property:

• PSA: 138.48000
• LogP: 0.38620
• Solubility.: Dimethylformamide, DMSO

Purity/Quality:

95% ^*data from raw suppliers

4,10-Bis[(1-oxido-2-pyridinyl)methyl]-1,4,7,10-tetraazacyclododecane-1,7-diaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Precursor to chelating agents.

Technology Process of 4,10-Bis[(1-oxido-2-pyridinyl)Methyl]-1,4,7,10-tetraazacyclododecane-1,7-diacetic Acid

There total 6 articles about 4,10-Bis[(1-oxido-2-pyridinyl)Methyl]-1,4,7,10-tetraazacyclododecane-1,7-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:

(7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester (162148-48-3) + 2-(chloromethyl)pyridine N-oxide (31640-94-5) → 2,2'-((4,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododecane-1,7-diyl)bis(methylene))bis(pyridine 1-oxide) (1187176-56-2)

Guidance literature:

(7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester; 2-(chloromethyl)pyridine N-oxide; With potassium carbonate; In acetonitrile; at 80 ℃; for 18h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ja8054832

Reference yield:

C32H50N6O6 → 2,2'-((4,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododecane-1,7-diyl)bis(methylene))bis(pyridine 1-oxide) (1187176-56-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 40 ℃; Darkness;

DOI:10.1002/chem.201403856

Reference yield:

dibenzyl 4,10-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,7-dicarboxylate (187240-78-4) → 2,2'-((4,10-bis(carboxymethyl)-1,4,7,10-tetraazacyclododecane-1,7-diyl)bis(methylene))bis(pyridine 1-oxide) (1187176-56-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 760.05 Torr

2: potassium carbonate / acetonitrile / 18 h / 80 °C

3: trifluoroacetic acid / dichloromethane / 40 °C / Darkness

With palladium 10% on activated carbon; hydrogen; potassium carbonate; trifluoroacetic acid; In methanol; dichloromethane; acetonitrile;

DOI:10.1002/chem.201403856

upstream raw materials:

(7-tert-butoxycarbonylmethyl-1,4,7,10-tetraaza-cyclododec-1-yl)-acetic acid tert-butyl ester

2-(chloromethyl)pyridine N-oxide

dibenzyl 4,10-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,7-dicarboxylate

1,4,7,10-tetraazacyclododecan

Downstream raw materials:

1,4,7,10-tetraazacyclododecane-1,7-[di(N-oxido-pyridine-2-yl)methyl]-4,10-bis(2-(acetylamino)ethylmethanesulfonothioate)