3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester

Base Information

• Chemical Name: 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester
• CAS No.: 1447331-52-3
• Molecular Formula: C₂₈H₃₄N₄O₆
• Molecular Weight: 522.601
• Mol file: 1447331-52-3.mol

Synonyms:3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester

Chemical Property of 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester

There total 8 articles about 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester 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:

4-(3-carboxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (193818-13-2) + 3-(6-amino-1-oxo-1,3-dihydroisoindol-2-yl)propionic acid methyl ester (959272-11-8) → 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester (1447331-52-3)

Guidance literature:

With triethylamine; In acetonitrile; at -5 - 20 ℃;

DOI:10.1016/j.bmc.2013.05.019

Reference yield:

3-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (83747-30-2) → 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester (1447331-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid / water; sulfuric acid / 6 h / -5 °C

2: sulfuric acid / 3 h / Reflux

3: hydrogen; palladium on activated charcoal / methanol / 7 h / 20 °C

4: triethylamine / acetonitrile / -5 - 20 °C

With sulfuric acid; palladium on activated charcoal; hydrogen; nitric acid; triethylamine; In methanol; sulfuric acid; water; acetonitrile;

DOI:10.1016/j.bmc.2013.05.019

Reference yield:

3-phthalimidopropanoic acid (3339-73-9) → 3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid methyl ester (1447331-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: mercury; zinc; hydrogenchloride / water / Reflux

2: nitric acid / water; sulfuric acid / 6 h / -5 °C

3: sulfuric acid / 3 h / Reflux

4: hydrogen; palladium on activated charcoal / methanol / 7 h / 20 °C

5: triethylamine / acetonitrile / -5 - 20 °C

With hydrogenchloride; sulfuric acid; palladium on activated charcoal; hydrogen; nitric acid; triethylamine; mercury; zinc; In methanol; sulfuric acid; water; acetonitrile;

DOI:10.1016/j.bmc.2013.05.019

upstream raw materials:

3-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid

3-phthalimidopropanoic acid

3-piperazine-4-yl-benzoic acid methyl ester

3-(6-nitro-1-oxo-1,3-dihydroisoindol-2-yl)propionic acid

Downstream raw materials:

3-{6-[3-(4-boc-piperazin-1-yl)benzoylamino]-1-oxo-1,3-dihydroisoindol-2-yl}propionic acid

3-[1-oxo-6-(3-piperazinium-1-yl-benzoylamino)-1,3-dihydroisoindol-2-yl]propionic acid trifluoroacetate