endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione

Base Information

• Chemical Name: endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione
• CAS No.: 103934-84-5
• Molecular Formula: C₁₉H₁₅NO₃
• Molecular Weight: 305.333
• Mol file: 103934-84-5.mol

Synonyms:endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione

Chemical Property of endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione

There total 4 articles about endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-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: 86.0%

endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-9-(trimethylsilyl)-1H-benzisoindole-1,3(2H)-dione (103934-86-7) → endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione (103934-84-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;

DOI:10.1021/jo00370a019

Reference yield: 68.0%

N-methylmaleimide (930-88-1) + 1-phenylisobenzofuran (103934-83-4) → endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione (103934-84-5)

Guidance literature:

In diethyl ether; for 1h;

DOI:10.1021/jo00370a019

Reference yield:

2-Benzoylbenzoic acid (85-52-9) → endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-1H-benzisoindole-1,3(2H)-dione (103934-84-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / aq. KOH, NaBH₄ / 12 h

3: 70 percent / diethyl ether

4: 86 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h

With potassium hydroxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo00370a019

upstream raw materials:

N-methylmaleimide

1-phenylisobenzofuran

endo-4,9-epoxy-2-methyl-4-phenyl-3a,4,9,9a-tetrahydro-9-(trimethylsilyl)-1H-benzisoindole-1,3(2H)-dione

2-Benzoylbenzoic acid

Downstream raw materials:

2-methyl-4-phenyl-1H-benzisoindole-1,3(2H)-dione