Hexanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-

Base Information

• Chemical Name: Hexanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-
• CAS No.: 137407-92-2
• Molecular Formula: C14H13NO6
• Molecular Weight: 291.26
• Mol file: 137407-92-2.mol

Synonyms:

Chemical Property of Hexanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hexanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-

There total 1 articles about Hexanedioic acid, 2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)- 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: 36.0%

2-cyclohex-2-enyl-isoindole-1,3-dione (1541-26-0) → phthalimide (136918-14-4,85-41-6) + N-phthaloyl-α-aminoadipic acid (137407-92-2) + trans-2-hydroxy-3-phthalimidocyclohexanone (88015-25-2)

Guidance literature:

With zinc(II) permanganate; silica gel; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1021/ja00364a054

Reference yield:

N-phthaloyl-α-aminoadipic acid (137407-92-2) → methyl 2-phtalimido-6-N-trityliminohexanoate (137407-95-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / triethylamine / CHCl₃ / Ambient temperature

2: 1.) borane dimethyl sulfide, 2.) pyridinium chlorochromate / 1.) THF, reflux, 1h, 2.) CH₂Cl₂, reflux, 1h

3: 65 percent / triethylamine, Na₂SO₄ / CH₂Cl₂ / 0 °C

With dimethylsulfide borane complex; sodium sulfate; triethylamine; pyridinium chlorochromate; In dichloromethane; chloroform;

DOI:10.1016/0223-5234(91)90146-E

Reference yield:

N-phthaloyl-α-aminoadipic acid (137407-92-2) → 6-(Dimethoxy-phosphoryl)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(trityl-amino)-hexanoic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / triethylamine / CHCl₃ / Ambient temperature

2: 1.) borane dimethyl sulfide, 2.) pyridinium chlorochromate / 1.) THF, reflux, 1h, 2.) CH₂Cl₂, reflux, 1h

3: 65 percent / triethylamine, Na₂SO₄ / CH₂Cl₂ / 0 °C

4: 2 h / 100 °C

With dimethylsulfide borane complex; sodium sulfate; triethylamine; pyridinium chlorochromate; In dichloromethane; chloroform;

DOI:10.1016/0223-5234(91)90146-E

upstream raw materials:

2-cyclohex-2-enyl-isoindole-1,3-dione

Downstream raw materials:

methyl 2-phtalimido-6-N-trityliminohexanoate