3-(6-NITRO-1-OXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC ACID

Base Information

• Chemical Name: 3-(6-NITRO-1-OXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC ACID
• CAS No.: 620099-68-5
• Molecular Formula: C₁₁H₁₀N₂O₅
• Molecular Weight: 250.211
• Hs Code.: 2918300090
• Mol file: 620099-68-5.mol

Synonyms:3-(6-NITRO-1-OXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC ACID;3-(1-keto-6-nitro-isoindolin-2-yl)propionic acid;3-(5-nitro-3-oxo-1H-isoindol-2-yl)propanoic acid;3-(6-Nitro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid;3-(6-nitro-1-oxo-2-isoindolinyl)propanoic acid;3-(6-nitro-1-oxo-isoindolin-2-yl)propanoic acid

Chemical Property of 3-(6-NITRO-1-OXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC ACID

Chemical Property:

• PSA: 103.43000
• LogP: 1.48640

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(6-NITRO-1-OXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC ACID

There total 2 articles about 3-(6-NITRO-1-OXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC 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:

3-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (83747-30-2) → 3-(6-nitro-1-oxo-1,3-dihydroisoindol-2-yl)propionic acid (620099-68-5)

Guidance literature:

With sulfuric acid; nitric acid; at -5 ℃; for 6h;

DOI:10.1016/j.bmcl.2011.07.063

Reference yield:

3-phthalimidopropanoic acid (3339-73-9) → 3-(6-nitro-1-oxo-1,3-dihydroisoindol-2-yl)propionic acid (620099-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: amalgamated zinc / 4 h / Reflux

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

With amalgamated zinc; sulfuric acid; nitric acid;

DOI:10.1016/j.bmcl.2011.07.063

Reference yield:

3-(6-nitro-1-oxo-1,3-dihydroisoindol-2-yl)propionic acid (620099-68-5) → 3-[1-oxo-6-(4-piperazinium-1-yl-benzoylamino)-1,3-dihydroisoindol-2-yl]propionic acid trifluoroacetate

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid / 3 h / Reflux

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

3: triethylamine; HATU / 20 °C

4: sodium hydroxide / methanol; water / 20 °C

5: dichloromethane / 2 h / 0 °C

With sulfuric acid; palladium on activated charcoal; hydrogen; triethylamine; HATU; sodium hydroxide; In methanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2011.07.063

upstream raw materials:

3-phthalimidopropanoic acid

3-(1-oxo-1,3-dihydro-isoindol-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

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