N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride

Base Information

• Chemical Name: N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride
• CAS No.: 81246-04-0
• Molecular Formula: C₁₇H₁₇NO₅
• Molecular Weight: 315.326

Synonyms:N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride

Chemical Property of N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride

Chemical Property:

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Technology Process of N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride

There total 2 articles about N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-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: 91.0%

N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>oct-7-ene-5,6-endo-dicarboxylic anhydride (81246-03-9) → N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride (81246-04-0)

Guidance literature:

With hydrogen; platinum on activated charcoal; In methanol; for 72h; under 2689.2 Torr;

DOI:10.1021/jo00132a002

Reference yield:

N-(methoxycarbonyl)-2-phenyl-1,2-dihydropyridine (54732-59-1) → N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride (81246-04-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CHCl₃ / 67 h / Heating

2: 91 percent / H₂ / 5percent Pt/C / methanol / 72 h / 2689.2 Torr

With hydrogen; platinum on activated charcoal; In methanol; chloroform;

DOI:10.1021/jo00132a002

Reference yield: 28.0%

N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>octane-5,6-endo-dicarboxylic anhydride (81246-04-0) → N-(methoxycarbonyl)-3-exo-phenyl-2-azabicyclo<2.2.2>oct-5-ene (40985-89-5)

Guidance literature:

With pyridine; water; triethylamine; for 4.5h; electrochemical oxidation;

DOI:10.1021/jo00132a002

upstream raw materials:

N-(methoxycarbonyl)-3-endo-phenyl-2-azabicyclo<2.2.2>oct-7-ene-5,6-endo-dicarboxylic anhydride

N-(methoxycarbonyl)-2-phenyl-1,2-dihydropyridine

Downstream raw materials:

N-(methoxycarbonyl)-3-exo-phenyl-2-azabicyclo<2.2.2>oct-5-ene

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