endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione

Base Information

• Chemical Name: endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione
• CAS No.: 79733-70-3
• Molecular Formula: C₁₇H₁₇NO₂
• Molecular Weight: 267.327
• Mol file: 79733-70-3.mol

Synonyms:endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione

Chemical Property of endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione

There total 3 articles about endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-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: 30.0%

N-phenylbicyclo[2.2.1]hept-5-ene-2-endo,3-endo-dicarboximide (26234-46-8,29377-36-4,56552-68-2) + methyl iodide (74-88-4) → endo-2-methyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (71214-84-1) + endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (79733-70-3) + exo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (79681-19-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; Product distribution; other imide precursor, var. temperatures;

DOI:10.1021/jo00340a014

Reference yield:

(3aR,4R,7S,7aS)-2-phenyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (26234-46-8,29377-36-4,56552-68-2) + methyl iodide (74-88-4) → endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (79733-70-3) + exo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (79681-19-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -115 deg C, 30 min, 2.) -30 deg C to RT;

DOI:10.1021/jo00340a014

Reference yield:

(3aR,4R,7S,7aS)-2-phenyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (26234-46-8,29377-36-4,56552-68-2) + methyl iodide (74-88-4) → exo-2-methyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (71214-85-2) + endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (79733-70-3) + exo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.02,6>dec-8-ene-3,5-dione (79681-19-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -115 deg C, 30 min, 2.) -100 deg C to RT;

DOI:10.1021/jo00340a014

upstream raw materials:

N-phenylbicyclo[2.2.1]hept-5-ene-2-endo,3-endo-dicarboximide

methyl iodide

(3aR,4R,7S,7aS)-2-phenyl-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

Downstream raw materials:

(1S,2S,6R,7R)-2,6-Dimethyl-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]decane-3,5-dione