4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane

Base Information

• Chemical Name: 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane
• CAS No.: 1276543-82-8
• Molecular Formula: C₂₆H₄₀BrN₅O₅
• Molecular Weight: 582.538
• Mol file: 1276543-82-8.mol

Synonyms:4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane

Chemical Property of 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane

There total 10 articles about 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane 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: 88.0%

4,11-bis-(carboxymethyl)-16-(4-aminobenzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane (1276543-50-0) + 2-Bromoacetyl bromide (598-21-0) → 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane (1276543-82-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In chloroform; water; at 20 ℃; for 0.166667h; pH=7 - 8;

Reference yield:

4,11-bis-(carboxymethyl)-16-(4-aminobenzyl)-1,4,8,1'-tetraazabicyclo[6.6.3]heptadecane + 2-Bromoacetyl bromide (598-21-0) → 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane (1276543-82-8)

Guidance literature:

With hydrogenchloride; In chloroform; water;

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) → 4,11-bis-(carboxymethyl)-16-(4-(bromoacetamido)benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane (1276543-82-8)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / acetone / 1 h / 45 °C

2: sodium tetrahydroborate / ethanol / 16 h / Reflux

3: pyridine / 10 h / 0 - 20 °C

4: sodium carbonate / toluene / 144 h / Reflux

5: hydrogen / palladium 10% on activated carbon / ethanol / 12 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / chloroform; water / 0.17 h / 20 °C / pH 7 - 8

With pyridine; sodium tetrahydroborate; hydrogen; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In ethanol; chloroform; water; acetone; toluene;

upstream raw materials:

diethyl 2-(4-nitrobenzyl)malonate

1-bromomethyl-4-nitro-benzene

4,11-bis-(carboxymethyl)-16-(4-aminobenzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane

2-Bromoacetyl bromide