3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid

Base Information

• Chemical Name: 3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid
• CAS No.: 55910-15-1
• Molecular Formula: C₂₂H₂₈N₂O₈S₂
• Molecular Weight: 512.605
• Mol file: 55910-15-1.mol

Synonyms:3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid

Chemical Property of 3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid

There total 1 articles about 3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic 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: 88.0%

ethylenediamine-N,N'-di-3-propionic acid dihydrochloride salt (32705-91-2) + p-toluenesulfonyl chloride (98-59-9) → 3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid (55910-15-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water;

DOI:10.1021/jo951499w

Reference yield: 96.0%

3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid (55910-15-1) → N,N'-bis(p-toluenesulfonyl)-N,N'-bis(3-hydroxypropyl)ethylenediamine (174709-60-5)

Guidance literature:

With borane-THF; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo951499w

Reference yield:

3-[{2-[(2-Carboxy-ethyl)-(toluene-4-sulfonyl)-amino]-ethyl}-(toluene-4-sulfonyl)-amino]-propionic acid (55910-15-1) → 2-(3-Bromo-propyl)-1,4,8,11-tetrakis-(toluene-4-sulfonyl)-1,4,8,11-tetraaza-cyclotetradecane (174709-67-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / BH₃*THF / tetrahydrofuran / Ambient temperature

2: 90 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

3: 70 percent / cesium carbonate / dimethylformamide / 48 h / 65 °C

4: LiAlH₄ / tetrahydrofuran / 0.5 h / -20 °C / other reagent: DIBAL-H

5: 2.) hydrogen / 2.) palladium on carbon / 1.) CH₂Cl₂, room temperature, 2.) ethylacetate, methanol, 50 psi, 48 h

6: 820 mg / BH₃*THF / tetrahydrofuran / 5 h / Heating

7: 85 percent / carbon tetrabromide, triphenylphosphine / benzene / 5 h / Heating

With lithium aluminium tetrahydride; borane-THF; carbon tetrabromide; hydrogen; caesium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo951499w

upstream raw materials:

ethylenediamine-N,N'-di-3-propionic acid dihydrochloride salt

p-toluenesulfonyl chloride

Downstream raw materials:

N,N'-bis(p-toluenesulfonyl)-N,N'-bis(3-hydroxypropyl)ethylenediamine

N,N'-ethylenebis-<3-(p-toluenesulphonylamino)propyl methanesulphonate>

2-(3-Bromo-propyl)-1,4,8,11-tetrakis-(toluene-4-sulfonyl)-1,4,8,11-tetraaza-cyclotetradecane

3-[1,4,8,11-Tetrakis-(toluene-4-sulfonyl)-1,4,8,11-tetraaza-cyclotetradec-2-yl]-propan-1-ol