2-(prop-2-en-1-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-(prop-2-en-1-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
• CAS No.: 6971-11-5
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.241

Synonyms:(3aRS,4SR,7RS,7aSR)-2-allyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

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

Chemical Property:

• Vapor Pressure: 6.54E-06mmHg at 25°C

Purity/Quality:

99% ^*data from raw suppliers

4-(Prop-2-en-1-yl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

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

There total 1 articles about 2-(prop-2-en-1-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-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: 99.0%

1-amino-2-propene (107-11-9,30551-89-4) + 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → (3aRS,4SR,7RS,7aSR)-2-allyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (6971-11-5)

Guidance literature:

In acetic acid; for 16h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201300889

Reference yield: 66.0%

(3aRS,4SR,7RS,7aSR)-2-allyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (6971-11-5) + Benzaldoxime (932-90-1) → (3aSR,4SR,4aRS,7aSR,8SR)-6-allyl-3-phenyl-4,4a,8,8a-tetrahydro-3aH-4,8-methanoisoxazolo[4,5-f]isoindole-5,7(6H,7aH)-dione

Guidance literature:

With sodium hypochlorite; In dichloromethane; diastereoselective reaction; Cooling with ice; Inert atmosphere;

DOI:10.1016/j.tet.2020.131104

Reference yield: 62.0%

(3aRS,4SR,7RS,7aSR)-2-allyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (6971-11-5) + 4-chlorobenzaldoxime (3848-36-0) → (3aSR,4SR,4aRS,7aSR,8SR)-6-allyl-3-(4-chlorophenyl)-4,4a,8,8a-tetrahydro-3aH-4,8-methanoisoxazolo[4,5-f]isoindole-5,7(6H,7aH)-dione

Guidance literature:

With sodium hypochlorite; In dichloromethane; diastereoselective reaction; Cooling with ice; Inert atmosphere;

DOI:10.1016/j.tet.2020.131104

upstream raw materials:

1-amino-2-propene

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

Downstream raw materials:

N-allylmaleic imide

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