2-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid

Base Information

• Chemical Name: 2-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid
• CAS No.: 123317-51-1
• Molecular Formula: C₂₃H₃₃N₅O₁₀
• Molecular Weight: 539.543
• Mol file: 123317-51-1.mol

Synonyms:2-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid

Chemical Property of 2-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid

Chemical Property:

• Boiling Point: 827.4°Cat760mmHg
• Flash Point: 454.2°C
• PSA: 207.98000
• Density: 1.362g/cm³
• LogP: -0.65930

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid

There total 11 articles about 2-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic 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: 58.0%

2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane (135825-00-2) → 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid (116052-88-1,123317-51-1)

Guidance literature:

at 70 ℃; for 3h; at pH=10;

DOI:10.1021/ja00226a063

Reference yield: 46.0%

bromoacetic acid (79-08-3) + 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane (135825-00-2) → 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid (116052-88-1,123317-51-1)

Guidance literature:

With potassium hydroxide; In ethanol; at 70 ℃; for 4.5h;

DOI:10.1021/jo00076a062

Reference yield:

2-(2-{2-[(S)-2-Amino-3-(4-nitro-phenyl)-propylamino]-ethylamino}-ethylamino)-ethanol (116052-91-6) → 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetic acid (116052-88-1,123317-51-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 49 percent / Et₃N / acetonitrile / 8 h / Ambient temperature

2: 79 percent / Cs₂CO₃ / dimethylformamide / 5 h / 60 °C

3: 91 percent / 96percent H₂SO₄, C₆H₅OH / 48 h / 100 °C

4: 58 percent / 3 h / 70 °C / at pH=10

With sulfuric acid; caesium carbonate; triethylamine; phenol; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00226a063

upstream raw materials:

bromoacetic acid

2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane

(+)-Methyl 2-amino-3-(4-nitrophenyl)propionate hydrochloride

methyl 2-[N-(methoxycarbonylmethyl)amino]-3-(4-nitrophenyl)propionate