Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester

Base Information

• Chemical Name: Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester
• CAS No.: 130727-96-7
• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.451
• Mol file: 130727-96-7.mol

Synonyms:Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester

Chemical Property of Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester

There total 3 articles about Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) 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: 66.0%

glutaric anhydride, (108-55-4) + (3Z,6Z)-10-Phenyl-deca-3,6-dien-1-ol (124099-28-1) → Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester (130727-96-7)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1021/ja00001a039

Reference yield:

Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide (88730-62-5) → Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester (130727-96-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi, hexamethylphosphoramide / 1.) THF, -78 deg C, 1.5 h, 2.) a) -78 deg C, 1 h, b) 0 deg C, 30 min

2: p-toluenesulfonic acid / methanol / 1 h / 23 °C

3: 66 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1021/ja00001a039

Reference yield:

2-((3Z,6Z)-10-Phenyl-deca-3,6-dienyloxy)-tetrahydro-pyran → Pentanedioic acid mono-((3Z,6Z)-10-phenyl-deca-3,6-dienyl) ester (130727-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / methanol / 1 h / 23 °C

2: 66 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 0 °C

With pyridine; dmap; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1021/ja00001a039

upstream raw materials:

glutaric anhydride,

(3Z,6Z)-10-Phenyl-deca-3,6-dien-1-ol

Triphenyl-[(Z)-6-(tetrahydro-pyran-2-yloxy)-hex-3-enyl]-phosphonium; iodide

Downstream raw materials:

(4E,6Z)-10-Phenyl-deca-4,6-diene-1,3-diol