2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione

Base Information

• Chemical Name: 2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione
• CAS No.: 50820-58-1
• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.3

Synonyms:2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione

Chemical Property of 2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione

Chemical Property:

Purity/Quality:

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Technology Process of 2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione

There total 2 articles about 2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-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: 100.0%

N-(4-methoxyphenyl)maleimide (1081-17-0) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione (50820-58-1)

Guidance literature:

at 20 ℃; for 0.0833333h;

DOI:10.1055/s-0036-1558970

Reference yield: 60.0%

4-methoxy-aniline (104-94-9) + 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → 2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione (50820-58-1)

Guidance literature:

4-methoxy-aniline; 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride; In tetrahydrofuran; at 40 ℃; for 0.5h; Inert atmosphere;

at 170 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja105783u

Reference yield: 91.0%

2-(4-methoxyphenyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione (50820-58-1) → (3S,3aS,4S,7R,7aR)-2,3,3a,4,7,7a-hexahydro-3-hydroxy-4,7-methano-2-(4-methoxyphenyl)-1H-isoindol-1-one (158999-72-5)

Guidance literature:

With methanol; lithium aluminium tetrahydride; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; at -78 - -30 ℃; for 20h;

DOI:10.1248/cpb.42.9

upstream raw materials:

N-(4-methoxyphenyl)maleimide

cyclopenta-1,3-diene

4-methoxy-aniline

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

Downstream raw materials:

(3R,3aR,4R,7S,7aS)-2,3,3a,4,7,7a-hexahydro-3-hydroxy-4,7-methano-2-(4-methoxyphenyl)-1H-isoindol-1-one

(3S,3aS,4S,7R,7aR)-2,3,3a,4,7,7a-hexahydro-3-hydroxy-4,7-methano-2-(4-methoxyphenyl)-1H-isoindol-1-one

C₁₆H₁₅NO₄

2-exo-hydroxy-5-oxo-4-oxatricyclo[4.2.1.0^3,7]nonane-9-carboxylic acid

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