(3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole

Base Information

• Chemical Name: (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole
• CAS No.: 82281-27-4
• Molecular Formula: C₂₂H₂₁NO₃
• Molecular Weight: 347.414

Synonyms:

Chemical Property of (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole

There total 6 articles about (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole 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: 45.0%

(E)-N-benzyl-N-<<3,4-(methylnenedioxy)benzylidene>methyl>-3(E),5-hexadienamide (82293-68-3) → (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole (82281-27-4) + N-benzyl-2-oxo-7-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a,-hexahydroindole (82281-24-1,82281-25-2,82281-26-3)

Guidance literature:

In xylene; for 18h; Heating;

DOI:10.1021/jo00140a008

Reference yield:

[2-Benzo[1,3]dioxol-5-yl-eth-(Z)-ylidene]-benzyl-amine (620601-36-7) → (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole (82281-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-diethylaniline / benzene / 1.) -78 deg C, 2 h, 2.) RT, 2 h

2: 97 percent / toluene / 2 h / Heating

3: 15 percent / xylene / 18 h / Heating

With N,N-diethylaniline; In toluene; xylene; benzene;

DOI:10.1021/jo00140a008

Reference yield:

2-(2,5-Dihydro-1,1-dioxothienyl)acetyl chloride (73670-94-7) → (3aR*,4R*,9aS*)-N-benzyl-2-oxo-4-vinyl-2,3,3a,4,9,9a,-hexahydro-6,7-(methylenedioxy)benzindole (82281-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-diethylaniline / benzene / 1.) -78 deg C, 2 h, 2.) RT, 2 h

2: 97 percent / toluene / 2 h / Heating

3: 15 percent / xylene / 18 h / Heating

With N,N-diethylaniline; In toluene; xylene; benzene;

DOI:10.1021/jo00140a008

upstream raw materials:

(E)-N-benzyl-N-<<3,4-(methylnenedioxy)benzylidene>methyl>-3(E),5-hexadienamide

[2-Benzo[1,3]dioxol-5-yl-eth-(Z)-ylidene]-benzyl-amine

(E)-N-benzyl-N-<<3,4-(methylenedioxy)benzylidene>methyl>-2-(2,5-dihydro-1,1-dioxothienyl)acetamide

2-(2,5-Dihydro-1,1-dioxothienyl)acetyl chloride

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