N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride

Base Information

• Chemical Name: N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride
• CAS No.: 378245-74-0
• Molecular Formula: C₁₉H₁₅NO₃
• Molecular Weight: 305.333
• Mol file: 378245-74-0.mol

Synonyms:N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride

Chemical Property of N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride

There total 2 articles about N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride 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: 34.0%

maleic anhydride (108-31-6) + 2-benzyl-2H-isoindole (25473-60-3) → N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride (378245-74-0)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ja010917d

Reference yield:

N-benzylphthalimide (2142-01-0) → N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride (378245-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / LiAlH₄; methanol / tetrahydrofuran / 1 h / -40 - 0 °C

2: 34 percent / CH₂Cl₂ / 1 h / 0 °C

With methanol; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane; 2: Diels-Alder;

DOI:10.1021/ja010917d

Reference yield:

N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride (378245-74-0) → (1R,2R,3S,4S)-9-Benzyl-1,2,3,4-tetrahydro-1,4-epiazano-naphthalene-2,3-dicarboxylic acid

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1021/ja010917d

upstream raw materials:

maleic anhydride

2-benzyl-2H-isoindole

N-benzylphthalimide

Downstream raw materials:

dimethyl N-benzyl-7-azabenzobicyclo[2.2.1]heptene-2,3-dicarboxylate