4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone

Base Information

• Chemical Name: 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone
• CAS No.: 111923-06-9
• Molecular Formula: C₂₆H₂₅NO₅
• Molecular Weight: 431.488
• Mol file: 111923-06-9.mol

Synonyms:4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone

Chemical Property of 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone

There total 2 articles about 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone 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: 71.0%

[2-(1-Benzo[1,3]dioxol-5-yl-5-bromo-4-oxo-cyclohex-2-enyl)-ethyl]-benzyl-carbamic acid allyl ester → 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone (111923-06-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 17h; Heating;

DOI:10.1021/jo00249a011

Reference yield:

4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>-2-cyclohexanone (111923-05-8) → 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone (111923-06-9)

Guidance literature:

With phenyltrimethylammonium tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; sulfuric acid; Yield given. Multistep reaction; 1.) EtOAc, 25 deg C, 3 h; 2.) C₆H₆, reflux, 10 h;

DOI:10.1016/S0040-4039(00)95766-6

Reference yield: 87.0%

4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>cyclohexadienone (111923-06-9) → (3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one (111923-07-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; triphenylphosphine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00249a011

upstream raw materials:

4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>-2-cyclohexanone

Downstream raw materials:

(3aS*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one

(3aS*,6S*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-6-hydroxy-2,3,3a,6,7,7a-hexahydro-1H-indole

(3aS*,6R*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-6-hydroxy-2,3,3a,6,7,7a-hexahydro-1H-indole

(3aS*,6R*,7aR*)-N-benzyl-3a-<3,4-(methylenedioxy)phenyl>-6-<(tert-butyldimethylsilyl)oxy>-2,3,3a,6,7,7a-hexahydro-1H-indole