5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

Base Information

Chemical Name:5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole
CAS No.:244050-12-2
Molecular Formula:C₁₉H₂₂N₂O₄
Molecular Weight:342.395
Hs Code.:

Synonyms:5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

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Chemical Property of 5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

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Technology Process of 5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

There total 5 articles about 5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole 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: 87.0%

: 541-59-3,25721-74-8
maleiimide

: 244050-11-1
2-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-butadiene

: 244050-12-2
5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

Guidance literature:: In toluene; at 50 ℃; for 4h;
DOI:10.3891/acta.chem.scand.53-0493

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 244050-12-2
5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / dioxane / 20 °C

2: 53 percent / tetrahydrofuran / 0.5 h / 0 °C

3: 69 percent / 2,6-lutidine; Tf₂O / CH₂Cl₂ / 2 h / -10 °C

4: 87 percent / toluene / 4 h / 50 °C

With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; 1: Acylation / 2: Grignard reaction / 3: Elimination / 4: Cycloaddition;
DOI:10.3891/acta.chem.scand.53-0493

Reference yield:

: 99-92-3
p-aminobenzophenone

: 244050-12-2
5-{4-[(1,1-dimethylethoxy)carbonylamino]phenyl}-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / dioxane / 20 °C

2: 53 percent / tetrahydrofuran / 0.5 h / 0 °C

3: 69 percent / 2,6-lutidine; Tf₂O / CH₂Cl₂ / 2 h / -10 °C

4: 87 percent / toluene / 4 h / 50 °C

With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; 1: Acylation / 2: Grignard reaction / 3: Elimination / 4: Cycloaddition;
DOI:10.3891/acta.chem.scand.53-0493