(3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione
• CAS No.: 74708-97-7
• Molecular Formula: C₁₄H₁₀N₂O₅
• Molecular Weight: 286.244

Synonyms:(3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

Chemical Property of (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

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Technology Process of (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione

There total 3 articles about (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione 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: 46.9%

exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride (6118-51-0) + 4-nitro-aniline (100-01-6,104810-17-5) → (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione (74708-97-7)

Guidance literature:

exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride; 4-nitro-aniline; In acetone; at 20 ℃; for 1h;

With (AcO)2O; manganese(II) acetate; triethylamine; In acetone; at 50 - 60 ℃; for 2h;

DOI:10.1002/jhet.5570420103

Reference yield:

furan (110-00-9) + maleic anhydride (108-31-6) + 4-nitro-aniline (100-01-6,104810-17-5) → (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione (74708-97-7)

Guidance literature:

furan; maleic anhydride;

4-nitro-aniline; With manganese(II) acetate; acetic anhydride; triethylamine;

DOI:10.1002/jhet.1665

Reference yield:

→ (3aR,4S,7R,7aS)-2-(4-nitrophenyl)-3a,4,7,7a-tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione (74708-97-7)

Guidance literature:

In acetone; at 20 ℃; for 8h;

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 ℃; for 10h;

upstream raw materials:

exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride

4-nitro-aniline

furan

maleic anhydride

Downstream raw materials:

endo,endo-N-(p-nitrophenyl)-1,8,9,10,11,11-hexachloro-3,6-epoxytricyclo<6.2.1.0^2,7>undec-9-ene-4,5-dicarboximide

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